Find Your Dream Job at a Company that Shares Your Values

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About the Role

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We are looking for an Engineering Manager who has a solid track record of developing and nurturing high-performing platform engineering teams. As the leader of our core product platform team, you'll bridge the gap between our infrastructure layer and product engineering teams, ensuring our business logic services are scalable, reliable, and enable rapid product innovation. The ideal candidate will deeply understand technical details while excelling at helping engineers deliver both incremental value and large-scale projects. You know how to support engineers at all stages of their career and are motivated to help them do their best work.

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What You'll Do

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• Drive execution and delivery: Oversee multiple mission-critical projects that power Metronome's billing platform. Partner with engineers, technical leadership, product managers, and cross-functional stakeholders to set priorities, define milestones, and ensure timely, high-quality delivery of systems that process millions of invoices.
• Manage engineers: Provide coaching, feedback, and mentorship to a group of 10+ engineers, enabling their professional growth while maintaining high standards for technical excellence and operational reliability.
• Recruit and retain top talent: Play a key role in hiring skilled engineers and creating an environment that maximizes their potential and impact. Build a team culture that emphasizes both innovation and operational excellence.
• Drive org-level initiatives: Champion initiatives that solve broad engineering challenges. Whether improving our observability systems, enhancing testing strategies, refining our SLO frameworks, or strengthening our mentorship program, you'll help establish best practices that elevate the entire engineering organization.

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Impact You'll Have

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• Enable rapid scaling: You'll lead the team responsible for creating high-throughput services that can handle exponential customer growth, allowing Metronome to serve increasingly larger customers without service degradation.
• Establish engineering excellence: By defining and implementing robust SLOs and SLAs, you'll create a culture of reliability that gives customers confidence to build Metronome into their core business operations.
• Accelerate product velocity: Your team will build the foundational services and developer tools that enable product engineers to ship new features faster and more safely, directly impacting our ability to innovate in the market.
• Drive technical transformation: Under your leadership, the platform will evolve to support increasingly complex pricing models and billing scenarios that were previously impossible, unlocking new market opportunities for Metronome.
• Champion operational maturity: You'll transform how Metronome approaches production incidents, on-call responsibilities, and system reliability, resulting in happier engineers and more satisfied customers.
• Cultivate engineering talent: The engineers on your team will grow technically and professionally through your mentorship, becoming future technical leaders who drive Metronome's continued success.

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Qualifications

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• 2+ years of engineering management experience: You’ve led platform-focused teams, including senior engineers.
• 5+ years of technical experience: You’ve been in a highly technical role and understand what makes a great software engineer.
• Strong organizational skills: You excel at managing multiple projects from concept to delivery and production support.
• Experience building and supporting teams: You’re skilled in hiring, coaching, and performance management.
• Commitment to inclusivity: You build diverse and inclusive teams through empathetic and direct communication.

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Compensation

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The estimated base salary range for this role is $196,800 - $246,000. In addition to your base salary, Metronome offers a competitive total rewards package, including but not limited to, market-benched equity, sales incentive pay (for eligible roles), comprehensive health benefits, and other benefits listed below.

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The actual base salary will vary based on factors including market value, individual qualifications objectively assessed during the interview process, and previous experience. The listed range above should serve as a guideline and may be modified at any time.

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We believe that compensation reflects the expected impact you will have at the company, relative to the market value of your role. We also conduct an annual pay audit to ensure pay is fair, indexed to market value, and that pay takes into account continued performance at Metronome. If you would like to learn more about our philosophy or about why we are all billing nerds, send us a message. We’d love to talk!

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Skills Required:

Typescript, React, CSS, MongoDB, PostgreSQL, Kubernetes, Docker

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About Garnish

Garnish Global is a quiz-based, mobile training platform that partners with clients in emerging markets to increase their employee knowledge and engagement for companies  based in those fast-growing, emerging markets like South Africa, Kenya, Uganda, Tanzania, and Mozambique.

Garnish delivers rich data reporting to help clients track and improve employee performance. Our platform is driven by a web-based CMS that manages course content, client administration, user management, and reporting.

Originally developed by jācapps  (see case study), Garnish is now seeking a new developer to take over and enhance the platform as we continue to grow.

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Tech Stack Overview

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• Backend: NodeJS (Typescript/Javascript), MongoDB (primary database), PostgreSQL (for Keycloak authentication)
• Microservices architecture communicating via REST APIs and NATS event bus
• Authentication: Keycloak
• Containerization and orchestration: Docker and Kubernetes

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You will receive a full technical handoff and virtual onboarding session with the original app development team.

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Scope of Work

Immediate priorities:

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• Improve data reporting (e.g., per quiz/course scoring)
• Enhance user management and course management features
• Add auto-read functionality (text-to-speech)
• Connect users to local retailers via geo-targeting (supply/demand linking)

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Phase 2 priorities:

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• Launch “BeBetter” Program (reward-based features):
  • Daily/weekly challenges
    • Quick quizzes
    • Proof of skill uploads (photo/audio/video)
  • In-app feed celebrating employee achievements 
  • See one-sheet overview

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Access Information

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• Download on App Store or Google Play
• In-app: Create a new account
• Use access code: GARNISH-DEMO
• Select "Admin" under Division
• If you would like to review user experience, here are answers for the quizzes.

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Compensation

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• Part-time, remote contractor role

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How to Apply

Interested candidates should contact info@garnishglobal.com with a brief introduction and relevant work samples or resume.

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Role overview

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Reporting to the Director of Cloud and Reliability, as a Senior Cloud FinOps Engineer at CarGurus you will be responsible for building a FinOps practice ensuring financial efficiency in our AWS and Kubernetes-based infrastructure. You will work closely with the Director of Cloud and Reliability to build and scale our FinOps strategy from the ground up. Your technical expertise with AWS, Terraform, Kubernetes (K8s), and cost attribution strategies will be crucial in optimizing our cloud expenditures and supporting our environment. This role requires a self-starter with the ability to interact effectively with finance, engineering leaders and beyond.

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What you'll do

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• Develop and implement a FinOps strategy to manage cloud costs effectively.
• Monitor and analyze cloud spending patterns, providing insights and recommendations to optimize usage and reduce waste.
• Collaborate with FP&A, Engineering Managers, and other stakeholders to align financial goals with business objectives.
• Build and maintain dashboards, reports, and KPIs to track cloud usage and cost metrics.
• Establish best practices and governance policies for cloud cost management.
• Provide training and support to engineering teams on cost-efficient cloud usage.
• Lead the implementation of cost-saving initiatives and reporting processes in an AWS and Kubernetes environment.
• Design and implement tagging and attribution strategies to ensure accurate cost allocation and resource tracking.
• Partner with the Director of Cloud and Reliability to build and scale the FinOps practice like a startup.

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What you'll bring

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• You've got proven experience in a FinOps role or similar capacity, managing cloud costs in an enterprise setting.
• You've got in-depth knowledge of AWS cloud services and cost management tools, maybe even some certifications like AWS Solutions Architect.
• You've got strong technical skills with Terraform, Kubernetes (K8s), and tagging and attribution strategies.
• You've got excellent analytical skills with the ability to interpret complex financial data and provide actionable insights.
• You're adept at building effective partnerships with FP&A, Engineering Managers, and other stakeholders.
• You're skilled in communicating and explaining technical concepts to non-technical audiences.
• You've got experience with cloud cost management tools such as AWS Cost Explorer, CloudZero, CloudHealth, or similar platforms.
• You've transformed an engineering culture to embrace cost-efficient cloud usage and accountability.
• Self-starter who thrives in a fast-paced, dynamic environment and manages multiple priorities effectively.
• Certifications in FinOps, AWS, or Kubernetes are highly desirable.
• Familiarity with agile methodologies and DevOps practices.
• Experience with CI/CD pipelines and infrastructure-as-code tools.
• Knowledge of financial modeling and budgeting processes.

About Us 

Ezra Climate is a venture-backed startup building solutions at the intersection of sustainable finance and artificial intelligence. Our mission is to accelerate capital deployment to climate solutions and other world positive investments. Finance is a huge lever we can pull to get more climate technology deployed in the world, and we believe our software platform can meaningfully accelerate progress. AI applications and agents are foundational to our suite of solutions. We move fast, stay close to our customers, experiment constantly, and believe in launching, learning, and iterating quickly. We’re a small and experienced team with former leaders of companies like Mosaic, IDEO, and New Energy Nexus. 

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About the Role 

We are seeking a highly experienced VP of Engineering to lead our technical team and drive the development of our AI-powered applications in the climate finance space. You will be responsible for the overall technical strategy, execution, delivery, and maintenance of our products. This role requires a seasoned leader with 10+ years of experience in both AI and full-stack engineering, who can build, mentor, and manage a high-performing team including in-house and out-sourced developers. You will be instrumental in shaping our engineering culture, processes, and architecture. 

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Core Responsibilities 

● Lead and manage our nascent, rapidly growing engineering team, including hiring, mentoring, and performance. 

● Develop and execute the overall technical strategy and roadmap for Ezra. 

● Oversee the design, development, and deployment of full-stack applications that integrate LLMs and other AI services. 

● Ensure the implementation and fine-tuning of our full AI pipeline(s) including RAG systems. 

● Establish and maintain robust data processing pipelines for financial and climate-related documents. 

● Collaborate closely with product and business teams to define requirements and prioritize development efforts.

● Implement and maintain monitoring, logging, and validation systems for our products. 

● Drive continuous improvement of engineering processes and best practices. 

● Ensure reliability, security, and scalability of our products. 

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Required Skills & Experience 

● 10+ years of experience in full-stack web development with recent focus on AI/ML engineering. 

● Proven track record of leading and managing engineering teams, starting with the scrappy early-stage phase. 

● Extensive experience integrating AI/ML services via APIs (e.g., OpenAI, Anthropic, etc.). 

● Deep understanding of large language model APIs, prompt engineering, and LLM workflow design. 

● Experience with modern web stacks and frameworks (React, Node, or similar) and API development. 

● Strong system design and architecture skills. 

● Excellent communication skills and ability to explain complex technical concepts to non-technical stakeholders. 

● Experience in hiring, mentoring, and developing engineering talent. 

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Preferred Qualifications 

● Familiarity with financial data and documents. 

● Experience with RAG implementations and vector databases. 

● Experience with agentic AI platforms and tools such as LlamaIndex, LangChain, LangFlow, Dify, Braintrust, or others. 

● Experience deploying AI/ML software to cloud platforms such as AWS, GCP, Fly.io, Heroku, or others. 

● Understanding of security best practices for financial applications. 

● Experience in fintech and/or climate tech. 

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You'll Excel in This Role If You 

● Enjoy the earliest stages of building a company and products including rapid prototyping to finding product-market fit. 

● Enjoy a wide range of engineering areas including front-end, full-stack, back-end, and AI pipelines. 

● Enjoy scaling up tech infrastructure and teams as a company goes into growth mode. 

● Are a strategic thinker and can develop a long-term technical vision. 

● Have a passion for building and leading high-performing teams.

● Enjoy a balance of strategic planning and hands-on technical leadership. 

● Are passionate about climate finance and sustainability. 

● Enjoy solving complex problems with cutting-edge technology. 

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Our Development Philosophy 

We believe in moving fast and learning from our customers. Our ideal candidate is someone who: 

● Takes ownership of projects and drives them forward independently, but asks for help and collaborates with the rest of the team seamlessly. 

● Gets excited about building quick prototypes to test ideas. 

● Is comfortable making technical decisions autonomously, but bringing the leadership team along at the same time. 

● Values customer feedback and can incorporate it quickly into solutions. 

● Can balance speed of delivery with code quality. 

● Enjoys the energy of a fast-moving startup environment. 

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What We Offer 

● High autonomy and ownership of your work. 

● Fast-paced, experimental environment where you can see your ideas come to life quickly. 

● Direct access to customers and immediate feedback on your work. 

● Opportunity to work on meaningful problems at the intersection of climate change and technology. 

● Competitive salary and equity package. 

● Remote-friendly work environment. 

● Comprehensive health benefits. 

● Flexible vacation policy. 

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Interested candidates should submit their resume and any relevant projects/portfolios to hiring@ezraclimate.com. 

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We are committed to building a diverse and inclusive workplace. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.

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Role Overview

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As a core member of the Machine Learning Platform team, the Machine Learning Operations Engineer will be responsible for enhancing and maintaining CarGurus’ cloud-hosted ML platform. You will partner closely with data scientists to deploy machine learning models to production and to build and maintain the APIs and data pipelines that integrate predictive intelligence into CarGurus’ products. You will have the opportunity to contribute to systems supplying Recommendations, Search Ranking, Computer Vision, Instant Market Value, and more.

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What you'll do

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• Write production-quality training jobs and inference APIs for our Python ML models, deploying them to robust scalable services
• Contribute enhancements to the CarGurus ML platform, leveraging technologies such as AWS SageMaker, GitHub Actions, and Docker
• Participate in systems design conversations with our data scientists and engineering partners, using your engineering expertise and experience to help them design scalable and robust systems
• Develop in-house tools and libraries to standardize and accelerate the ML development process
• Own and maintain aspects of the Data Science team’s engineering infrastructure
• Promote and foster an inclusive, transparent, and collaborative culture

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What you'll bring

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• 4+ years experience writing and debugging Python code
• Familiarity with software engineering tools and standard methodologies, e.g. git, unit testing, object-oriented design, containerization
• A working understanding of the machine learning lifecycle, including model training, evaluation, deployment, and monitoring
• Familiarity with the Python ML ecosystem (e.g. scikit-learn, XGBoost, PyTorch, numpy, pandas)
• Experience deploying, monitoring, and troubleshooting ML models in a public cloud (we use AWS)
• Knowledge of SQL and familiarity with cloud data warehouses (we use Snowflake)

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About the Role

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This isn’t your typical back-office role. You’ll be setting up and streamlining our financial operations as our first internal accounting hire—ensuring every transaction is accurate, every report is insightful, and every process is built to last. You’ll be the go-to person for month-end close process, ensuring our systems all speak the same financial language, and our accounting data is clean.

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What You'll Do

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Daily Operations & Controls:

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• Manage day-to-day tasks including accounts payable/receivable, general ledger entries, and bank reconciliations.
• Develop, document, and refine internal controls and processes as our company scales.

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Revenue & Financial Reporting:

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• Ensure that revenue, deferred revenue, and accounts receivable entries meet GAAP and ASC 606 standards.
• Prepare monthly, quarterly, and annual financial statements, budgets, and forecasts.
• Conduct meticulous reviews of system reports to guarantee data completeness and accuracy.

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Cross-Functional Collaboration:

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• Work closely with Revenue Operations, finance, legal, and executive teams to resolve revenue accounting challenges.
• Assist external auditors during annual audits and support ad-hoc financial analyses as needed.

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Process Improvement:

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• Identify and implement opportunities for automation and efficiency improvements—because even finance can get an upgrade.

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Qualifications

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• You hold a Bachelor’s degree in Accounting, Finance, or a related field; CPA or equivalent certification is a strong plus.
• You have 7+ years of relevant experience, ideally within SaaS finance or a high-growth tech environment.
• You’re well-versed in ASC 606 and GAAP, with a proven ability to reconcile complex revenue streams.
• You excel in Microsoft Office and G Suite, with advanced Excel skills. Proficiency with SQL and experience with accounting ERP systems (like QBO and NetSuite) are a bonus.
• You’re detail-oriented, proactive, and thrive in fast-paced environments where precision matters.
• You communicate clearly and work effectively with cross-functional teams to drive strategic decision-making.

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Compensation

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The estimated base salary range for this role is $134,640 - $168,300. In addition to your base salary, Metronome offers a competitive total rewards package, including but not limited to, market-benched equity, sales incentive pay (for eligible roles), comprehensive health benefits, and other benefits listed below.

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The actual base salary will vary based on factors including market value, individual qualifications objectively assessed during the interview process, and previous experience. The listed range above should serve as a guideline and may be modified at any time.

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We believe that compensation reflects the expected impact you will have at the company, relative to the market value of your role. We also conduct an annual pay audit to ensure pay is fair, indexed to market value, and that pay takes into account continued performance at Metronome. If you would like to learn more about our philosophy or about why we are all billing nerds, send us a message. We’d love to talk!

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About the Role

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Metronome is seeking a dynamic Strategic Finance Manager to play a pivotal role in identifying and capitalizing on opportunities that drive our business forward. As a key member of our Finance Team, you will support management in building and maintaining growth models, forecasts, and ad-hoc analyses to optimize revenue, spending, and overall financial performance. Your work will be critical in operationalizing budgets, identifying key investment opportunities, and ensuring that our financial strategies align with our OKRs. This role is ideal for a top-performing professional who thrives in a fast-paced environment and demonstrates extreme ownership in diagnosing challenges, analyzing solutions, and driving impactful implementations.

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This role requires applicants to based in New York City or willing to relocate.

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What You'll Do

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• Build and maintain dynamic growth, financial models, and forecasts that drive revenue and spend optimization budget variance analysis, revenue forecast, customer metric tracking (LTV, and CAC payback, rule of 40, etc.) to evaluate key business opportunities and support decision-making
• Function as a hands-on, strategic partner to business leaders, working closely with the Head of Finance to craft actionable business recommendations based on key metrics and insights.
• Assist with planning exercises and manage the quarterly and annual budgeting cycles, ensuring efficient processes for budgeting, forecasting, and performance reporting
• Assess key metrics across the business to align financial models with our strategic objectives and OKRs.
• Maintain scalable financial reports and models to validate and communicate quarterly business reviews, and work closely with the Accounting team on initiatives such as the monthly close process
• Identify opportunities to streamline financial analysis and reporting processes, taking extreme ownership of your role in driving operational efficiency
• As we build out our data analytics team, partner with them to source and structure data, ensuring that our forecasts and KPIs are reliable and accurate

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Impact You'll Have

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• Collaborate with department leaders to support the businesses financial goals, and drive high-priority initiatives
• Own the full lifecycle of Financial Planning and Analysis, from table stakes P&L and Burn modeling, budget variance analysis, to driving strategic projects as a business partner
• Partner cross-functionally with R&D, S&M, and G&A leaders to set and execute key financial metrics and strategic initiatives, driving alignment across the organization.

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Qualifications

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• 6+ years in investment banking, private equity, or within a high-growth technology/SaaS company in strategic finance or FP&A roles
• Expert-level Excel skills with extensive experience in building P&L, LTV, and CAC models and analyzing large data sets
• Solid understanding of US GAAP
• Exceptional quantitative and qualitative analytical skills, with expertise in building and executing data-driven strategies
• Outstanding verbal and written communication skills, with a strong ability to translate data into clear, impactful narratives
• A self-starter who thrives on ownership and has a bias toward action, even in ambiguous or fast-changing environments
• Comfortable tackling open-ended, complex questions and iterating quickly on solutions
• Collaborative and adept at building strong relationships with cross-functional teams

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Bonus Points

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• Experience at enterprise and infrastructure SaaS
• SQL expert

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Compensation

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The estimated base salary range for this role is $139,200 - $174,000. In addition to your base salary, Metronome offers a competitive total rewards package, including but not limited to, market-benched equity, sales incentive pay (for eligible roles), comprehensive health benefits, and other benefits listed below.

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The actual base salary will vary based on factors including market value, individual qualifications objectively assessed during the interview process, and previous experience. The listed range above should serve as a guideline and may be modified at any time.

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We believe that compensation reflects the expected impact you will have at the company, relative to the market value of your role. We also conduct an annual pay audit to ensure pay is fair, indexed to market value, and that pay takes into account continued performance at Metronome. If you would like to learn more about our philosophy or about why we are all billing nerds, send us a message. We’d love to talk!

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About the Role

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Metronome is seeking an experienced Data Analytics Consultant to leverage our data to produce new datasets that help our clients address a wide range of business use cases. The primary goal is to create data solutions for revenue recognition, daily revenue tracking and analysis, margin optimization, and other financial insights.

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This is a contract position requiring 10-20 hours per week with potential to convert to full-time based on business needs. The role offers high visibility and impact, as you will enable our users to solve billing challenges using critical product usage and revenue data.

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What You'll Do

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• Build data models and datasets for revenue recognition, daily tracking, and commit burn analysis to support key financial use cases
• Develop interactive dashboards and visualizations in Hex that make complex billing data accessible to stakeholders
• Evaluate and recommend improvements to Metronome's data models to better support business needs
• Create proof-of-concept predictive models for revenue forecasting, pricing optimization, and other business-critical insights
• Present findings and collaborate with cross-functional teams to understand evolving data requirements
• Conduct ad-hoc analyses to support strategic decision-making

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Impact You'll Have

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• Your work will be critical to the core of Metronome's offering
• The Metronome team will be more well-rounded because you bring your unique perspective and skills to help create an inclusive environment focused on delivering value to our customers

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Qualifications

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• 3+ years of experience in data analytics, business intelligence, or similar roles
• Strong SQL skills with experience querying large datasets
• Proficiency with Python for data analysis and visualization
• Experience with BI tools, particularly Hex
• Background in revenue modeling, financial analysis, or SaaS metrics preferred
• Demonstrated ability to work in early-stage environments with limited data infrastructure
• Strong communication skills for presenting complex analyses to stakeholders

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We don't filter based on current expertise, so at Metronome you will learn:

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• AWS data stack (S3, Athena, etc.)
• Working with parquet and iceberg table formats
• Python scripting for data transformation
• Advanced data visualization techniques in Hex
• EMR for Spark jobs

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Compensation

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The pay range for this role is $125-150/hour paid on a monthly basis.

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Role overview

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The Developer Experience team at CarGurus is looking for a skilled Senior Software Engineer to help us improve overall engineering performance through architectural improvements, developer tooling, creating core frameworks & libraries, and authoring guidance around best practices.  These projects are complex and challenging and provide the opportunity to work with sophisticated tools and technologies.

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To succeed in this role, you must be able to learn and adapt quickly and collaborate with other engineers to deliver solutions. Potential project opportunities: creating new microservices, improving backend/UI performance, re-architecting core components, defining new templates & processes, and building developer tools to improve the developer experience. You will own your projects and collaborate with fellow engineers and product partners as you solve interesting problems with a global impact. And no, you do not need to know about cars to work here.

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What you'll do

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• Contribute to the technical direction and architectural vision
• Collaborate with engineers and managers across the organization to understand and solve technical challenges
• Work with Java, Spring Boot, AWS, Kubernetes, and other technologies to improve the architecture at CarGurus
• Advance and promote software engineering best practices and processes
• Continuously assess and evolve technology and core components.

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What you'll bring

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• Experience developing performant large scale web applications and knowledge of modern technologies that enable them
• Five or more years hands-on software design and development experience with at least 2 years of Java
• Comfortable writing unit tests, root causing issues, & using observability tools to understand system health & performance
• Curious and plays well with others
• Eager to learn and expand your capabilities
• Bachelor's degree in Computer Science or equivalent

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Role Overview

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CarGurus is seeking a detail-oriented and collaborative Payroll Analyst to join our People & Talent team. In this role, you'll support the launch and ongoing operations of both bi-weekly and semi-monthly payroll cycles. This position plays a key part in ensuring that employees across the U.S. and internationally (UK, Ireland, and Canada) are paid accurately and on time.

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The Payroll Analyst will also be responsible for generating recurring reports, supporting annual payroll projects, and partnering with Accounting on journal entries. Our Payroll team also leads commission and bonus payrolls, manages benefit accruals, and ensures compliance across all payroll processes.

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What You’ll Do

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• Support end-to-end payroll processing across multiple countries (U.S., UK, Ireland, and Canada).
• Collect and validate payroll data across departments and teams.
• Input and maintain payroll data within Workday HRIS.
• Ensure accurate recordkeeping of payroll transactions and documentation.
• Manage payroll workflows to ensure timely and precise processing.
• Maintain employee tax allocations in Workday.
• Reconcile payroll prior to transmission and validate results post-processing.
• Ensure employee hours are submitted and approved accurately in Workday.
• Assist with payroll amendments and year-end reporting (W-2s, W-2cs, 1095-Cs).
• Build and maintain ad hoc payroll and financial reports
• Process off-cycle and manual payments as needed.
• Manage the payroll inbox and respond promptly to inquiries.
• Complete employment verification requests.
• Support the Payroll Manager with daily operations and issue resolution.
• Assist with internal and external payroll audits.
• Collaborate with the People Operations team on special projects.
• Support payroll-related equity transactions.

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What You’ll Bring

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• 3–4 years of hands-on experience processing multi-state and multi-cycle payrolls.
• Solid understanding of payroll best practices and compliance standards.
• Working knowledge of payroll tax regulations, fringe benefits, employee benefits, and equity compensation.
• Familiarity with federal, state, and local payroll regulations.
• Proficiency with Excel and other Microsoft Office applications.
• Experience using Workday HRIS for payroll processing.
• High level of integrity and ability to handle sensitive and confidential data.
• Strong communication skills—both written and verbal.
• Analytical mindset with strong problem-solving abilities.
• Excellent organizational skills and ability to prioritize tasks effectively.
• Understanding of FLSA regulations and record-keeping requirements.
• Bachelor’s degree required.

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Role Overview

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The Autolist Engineering team is looking for a skilled frontend software engineer to help drive exciting projects in the consumer automotive space. We are reimagining our user experience to help our customers research and discover the perfect car for them. As a member of this team, you will have the opportunity to build our user base, drive traffic to our website and grow the user journey. This position offers the opportunity to make a significant impact by developing new features and A/B tests for an important audience.

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What You'll Do

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• Develop and maintain frontend components and pages primarily using React
• Collaborate with UX and Product teams to build accessible, user-friendly features
• Write clean, well-tested, and efficient code across the stack
• Participate in the full development lifecycle from design to deployment to monitoring
• Contribute to architectural discussions and technology selection
• Optimize site performance and user experience
• Help troubleshoot production issues across frontend and backend systems
• Participate in code reviews and knowledge sharing with the team

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What You'll Bring

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• 3-5 years of experience with modern frontend technologies (React, Redux, TypeScript)
• Solid understanding of JavaScript fundamentals and design patterns
• Familiarity with RESTful APIs and how to integrate them into frontend applications
• Knowledge of responsive design principles and cross-browser compatibility
• Familiarity with frontend testing frameworks and methodologies
• Strong problem-solving skills and attention to detail
• Effective communication skills and collaborative approach
• Ability to work independently while contributing to team goals

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Role overview

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Car shopping is complicated. At CarGurus, we use data and technology to make it simple, giving people the tools they need to confidently find, buy, finance, or sell a car. The best part? Our work makes a real impact. We’re the most-visited car-shopping site in the US and we are growing fast in our international markets. Ready to come along for the ride?

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Our Information Security Operations Engineer II will report into our Security Operations Manager and be responsible for securing the organization’s infrastructure. You will closely collaborate with other Security Engineers to continuously improve and develop our digital security posture. This includes managing alerts, incidents, and projects focused on the holistic security of CarGurus cloud infrastructure and corporate endpoints

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Our SecOps Engineer will be utilizing our CSPM, security logging, monitoring and SIEM solutions, and acting as one point of contact for the security incident response team (SIRT). Monitoring, triaging and remediating security events while simultaneously improving threat detection logic is imperative to helping reduce risk exposure to our business.

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What you'll do

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70% Security Operations

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• Manage escalations from security tools (SIEM, CSPM) and our MDR provider, responding to alerts, and improving processes.
• Monitor and manage security alerts across a variety of systems, including:

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+ Operating Systems

+ Firewalls

+ VPNs

+ DLP

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• Monitor and manage security alerts across our cloud infrastructure, via our CSPM tooling.
• Evaluate new security products and solutions
• Build and deploy SOAR automated responses.
• Support our Vulnerability Management Program, including monitoring and updating tools and systems.

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20% Security Incident Response

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• Provide Technical Support and Oversight to incident response activities
• Respond to incidents, including:

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+ Account takeover

+ Fraud

+ Malware

+ DDoS and other Web-based attacks

+ Internal Data Abuse

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• Improve the incident response process by writing clear and constructive retrospectives
• Participate in Tabletop Exercises
• Participate in business continuity and disaster planning

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10% Vulnerability Management

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• Provide support to the Security Operations Vulnerability Management Program

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What you'll bring

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• Bachelor’s Degree or equivalent combination of education and experience in Information Security, Computer Science, Management Information Systems or related curriculum
• 3-5 years of experience securing cloud agnostic infrastructure (AWS, Azure, GCP) and datastores (MySQL, MongoDB, RDS) including use of automation and container deployment (Docker, Kubernetes, Terraform, Chef, Puppet)
• Experience managing an IDS, SIEM and vulnerability management solutions in a hybrid environment
• Proficient in system hardening and patch management strategies
• History of working on a Security Incident Response Team (SIRT)
• Familiarity with security frameworks and risk-based security programs
• Proactively tie technical security risks and to tactical organizational activities and goals
• Clearly articulate issues and communicate in an effective and personable manner
• Adjust quickly to the security needs of a highly agile organization
• Build relationships across multiple business units to inform and education security best practices

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Role overview

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As the Director of Procurement, reporting to the VP, Finance and Principal Accounting Officer, you will establish and strategically build CarGurus’ procurement function from its current foundational state, shaping policies, systems, and processes designed to optimize efficiency, enhance cost-effectiveness, and support the company's long-term strategic objectives. This role requires a significant cultural shift as you centralize the procurement function, transitioning the organization from decentralized practices to a unified, strategically aligned procurement model.

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The ideal candidate will possess a forward-thinking vision, proven leadership capabilities, and deep expertise in strategic procurement. You will be responsible for developing and implementing procurement strategies aligned with business priorities, proactively driving cross-functional collaboration, and mentoring a high-performing procurement team. Your leadership will create a culture of strategic thinking, proactive execution, continuous improvement, and a growth mindset throughout the procurement organization.

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What you'll do

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Strategic Planning:

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• Develop, implement, and manage the lifecycle of procurement from sourcing and negotiating to vendor contracting, to periodic reporting, and supplier management.
• Create a vision for the procurement function that aligns with company strategy.
• Lead vendor cost reduction initiatives and set budgetary goals.
• Analyze market trends and make recommendations for improving procurement processes and practices to manage spend and potential savings effectively.
• Drive continuous improvement and reporting on procurement metrics to senior stakeholders.
• Plan and execute near-term and long-term procurement to effectively increase cash profit margin.
• Lead the strategy to deploy best practice uses of procure-to-pay software programs.
• Proactively leverage innovation, including AI-driven solutions, to enhance procurement agility and responsiveness, serving as a change leader who can rapidly adapt processes to an evolving business landscape.

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Vendor & Budget Management:

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• Identify, evaluate, select, and oversee vendor/supplier relationships to build strategic partnerships that enhance value and innovation.
• Deliver financial and operational value by leading negotiations with vendors on the scope of work, commercial terms, revenue-sharing, and other legal, compliance, and contractual terms as needed.
• Develop and manage the procurement budget, ensuring cost-effectiveness and alignment with financial goals.
• Monitor and report on procurement spend and savings.

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Collaboration & Team Leadership:

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• Manage and mentor the procurement team, fostering a high-performance culture, growth mindset, and bias for action.
• Provide guidance and support for professional development and career growth.
• Collaborate with cross-functional teams, including teams in Finance, Travel & Expense, Legal, IT, Information Security, and others, to ensure a cohesive approach to procurement.

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Compliance and Risk Management:

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• Continuously review and improve procurement processes to enhance efficiency and effectiveness.
• Ensure procurement activities comply with legal, regulatory, and ethical standards, including SOX requirements.
• Identify potential risks within procurement processes and develop strategies to mitigate them, ensuring business stability and adherence to corporate policies.

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What you'll bring

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• 10+ years of experience in the procurement field, with a proven understanding of Procurement’s role in a maturing organization including Purchasing, Procurement, Accounts Payable, and Travel & Expense systems and procedures.
• 6+ years of experience in a strategic people leadership role and a track record of building and developing high-performing teams.
• Technical understanding of finance systems, preferably Concur,  NetSuite and Zip HQ (nice to have).
• Demonstrated experience supporting internal and external partners/suppliers.
• Adept in managing complex vendor/supplier relationships and negotiating high-value contracts.
• Highly analytical and capable of setting and managing budgets effectively.
• Excellent communicator with the ability to influence and engage stakeholders at all levels.
• A strategic thinker with a problem-solving mindset.
• Bachelor’s degree in Supply Chain Management, Procurement Management/Operations, or a related field is an asset

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Role Overview

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As a Senior Accounts Receivable & Billing Analyst, you’ll serve as a vital link between Finance, Customer Success, and Sales Operations. In this role, you'll take ownership of the end-to-end billing and accounts receivable (AR) functions, helping to ensure accurate financial operations and a smooth customer experience. You’ll work cross-functionally to streamline processes, drive efficiencies, and provide actionable insights that improve cash flow and strengthen internal collaboration.

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What You’ll Do

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• Own and manage incoming cash application across all payment types (Lockbox, EFT, Credit Card/ACH), following internal policies and procedures
• Reconcile cash activity between bank statements and ERP system data.
• Analyze trends in unapplied cash and credit balances to identify root causes and resolution paths.
• Maintain and monitor customer account balances, ensuring alignment with customer expectations.
• Perform daily reconciliations of AR-related bank accounts across multiple ERP platforms.
• Identify and implement automation and process improvement opportunities for billing and cash application functions.
• Support internal and external audits by ensuring adherence to operational, regulatory, and policy requirements.
• Handle a high volume of billing and payment-related transactions and inquiries.
• Analyze billing trends, customer behavior, and feedback to inform process improvements and enhance the customer experience.
• Act as a key liaison between the AR/Billing function and the Revenue, Accounting, and Sales teams.
• Develop and document standard operating procedures (SOPs) to ensure consistency and alignment with best practices.
• Define and report on key performance indicators (KPIs), building repeatable reporting to share performance trends with senior leadership.

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What You’ll Bring

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• Bachelor’s degree in Accounting, Finance, or a related business field.
• 5+ years of hands-on experience in Accounts Receivable and/or Billing.
• Proficiency with ERP systems such as Zuora, NetSuite, or equivalent platforms.
• Advanced Excel skills with the ability to build and analyze reports.
• Strong customer service orientation and communication skills.
• Demonstrated success in identifying and implementing process improvements and automation.
• Exceptional accuracy and attention to detail, with strong organizational and problem-solving abilities.

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Role overview

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The Ad Operations Specialist will be responsible for managing the operational execution and success of OEM advertising campaigns across multiple platforms. You will work closely with the sales team (client partner and account manager) during the pre and post sales process to create compelling marketing programs that support client business objectives. You will oversee detailed elements of this function that include cross-checking ad tags for campaign set-up, tracking metrics, identifying issues that may impact performance or delivery, and making adjustments to drive campaign effectiveness.

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What you'll do

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• Support and manage multiple advertising campaigns (display, social, video, programmatic) with multiple advertisers, simultaneously.
• Master the CarGurus’ creative and technical specs and be able to communicate them to both internal and external audiences.
• Acquire creative assets from clients and verify compliance with CarGurus ad specs.
• Develop and traffic online advertising campaigns to meet contractual obligations and drive revenue.
• Handle status updates to the internal sales team upon campaign launch.
• Provide comprehensive, weekly campaign health reporting and analytics to ensure campaign pacing and performance.
• Recommend campaign delivery and performance optimizations to the sales team during the campaign flight.
• Create custom reporting deliverables per client request.
• Support end of month reporting for billing reconciliation.
• Partner with the sales team to organize and attend client engagement activities.

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What you'll bring

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• 2+ years of digital advertising experience (automotive media planning and buying experience preferred).
• Excellent communication skills and the ability to communicate cross functionally.
• Traffic and campaign implementation and optimization experience required.
• Excellent analytical skills required. Candidates should be able to review large data sets, identify key trends, and make recommendations based on client goals.
• Strong Microsoft Excel skills (pivots tables and VLOOKUP) and experience across Google Suite (Sheets, Slides, Docs, etc.).
• Knowledge of online advertising industry terms, concepts and business models.
• Ability to simultaneously manage multiple campaigns, internal projects, and client deadlines successfully.
• Experience with CM360, GAM, DV360, and Meta Ads Manager preferred (other various 3rd party creative and ad serving systems are a plus!).

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Role overview

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CarGurus has identified a strong market fit for a new product that will launch in 2025. This product, the CarGurus Pricing Tool, will be utilized and sold into a different part of the dealership and to a different buying persona than our other core products. Given the more complex nature of the product, a different competitive landscape and the need to partner closely with our product teams as we iterate in a new area, we are looking for a dedicated set of sellers, Senior Sales Specialists, to help launch the product.

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This role will entail selling this exciting new product to dealerships across the United States. A Senior Sales Specialist will be strong at presenting CarGurus offerings and benefits as a sales professional (over the phone, web meetings and face-to-face meetings). This person will be partnering closely with and supporting sales reps (Regional Sales Directors and Account Executives) on our Field and Inside Sales teams. The Regional Sales Director (RSD) and Account Executive (AE) will be responsible for sourcing, identifying and creating qualified opportunities for this new product. They will bring in the Sales Specialist to engage with the identified buyer and progress the opportunity through to close. This will be done in partnership & alignment with the account owner.

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What you'll do

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• Candidates should be persuasive, self-starters and will be encouraged to manage their own time, set priorities and meet monthly sales goals.
• The ideal candidate is tenacious, creative, and ambitious, with the ability to challenge traditional solutions through an analytical approach.
• They thrive in a fast-paced environment and are ready to work as a challenger to incumbent solutions that are already established in dealership operations.
• Since you will be joining an innovative team, you must be a great teammate - willing to assist others and share standard methodologies to achieve team success.
• As a liaison between our dealer partners and the company, you must also be comfortable conveying challenges & opportunities to the rest of the CarGurus organization clearly, and with a thoughtful approach.
• Candidates must possess strong analytic and presentation skills as the role will interact frequently with Product, Product Marketing, Strategy and Sales leadership.

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What you'll bring

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• 5+ years in a sales or sales leadership role with experience in closing deals and leading negotiations
• 3+ years of experience selling into the automotive industry required
• Direct dealership experience preferred
• Numbers-driven, and committed to over-achieving targets consistently
• Strong organizational and communication skills
• Self-motivated and result-driven attitude
• Salesforce.com experience is strongly preferred

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Role Overview

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This role is responsible for supporting the execution of our B2B event strategy that drives demand and brand perception.This person will manage logistics for a variety of events, tradeshows, dinners, swag distribution, and thought leadership opportunities. This person will work closely with the Sr. Manager of Event Marketing and the Director of Brand Marketing to report on our events and measure the impact of our efforts.

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What you'll do

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• Support the logistics execution of field marketing events and CarGurus owned events, including, but not limited to: road show style automotive conferences, Customer Advisory Boards, and dealer hospitality events (virtual or in-person).
• Manage department logistics such as airfare, hotel, team dinners, client events, AV, transportation and activations.
• Manage multiple vendor relationships and all related contracts and services.
• Monitor tasks and project assignments, ensuring project schedule is being met and schedule changes are addressed and communicated.
• Communicate cross-functionally with various stakeholders to ensure on-time delivery of materials for event sponsorships and event logistics.
• Manage event orders, shipment and organization of event materials, signage, giveaways, name badges, lanyards, and all other ancillary requirements for on-site event needs; attendee/participant swag.
• Manage the pre/post event communication to ensure that attendees are most effective and well-prepared.
• Facilitate and secure speaking and sponsorship opportunities.
• Monitor and maintain annual event and membership budgets, reconcile expenses and keep track of signed contracts.
• Identify project risks and work with the team to develop contingency plans.
• Support event marketing by coordinating tasks such as survey sends, list pulls, invite sends, etc.
• Support the tracking and analysis of event performance data to help evaluate impact and identify areas for improvement.

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Who you are

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• At least 2-4 years of marketing event management (B2B preferred)
• Excellent project management and communication skills
• Experience influencing, leveraging, and supporting cross-functional teams to successful outcomes
• Experience managing relationships with external vendors and/or membership organizations
• Comfortable building basic reports, pulling insights, and sharing findings with the team. Adapts quickly to new digital tools and platforms.
• Previous experience managing logistics for virtual events
• Previous experience managing trade show sponsorships and on-site presence
• Previous experience managing a budget and delivering program events to meet that budget
• Proficient with Google Workspace (Docs, Sheets, Slides, Drive, Meet)
• Previous experience with Cvent, Wrike and/or Salesforce preferred, not required.

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What we do 🪵

Our mission is to empower building materials suppliers with great technology. There are over $1,000,000,000,000 of building materials bought in the US every year, and many of these transactions happen in on-prem point-of-sale systems. We want to bring these transactions online, enabling better experiences for contractors and homeowners alike.

This Role

What you'll achieve with us 🥇

• You'll make significant individual contributions that get used instantly & heavily by our clients who depend on our software to run their businesses.
• You'll leverage your orthogonal expertise to introduce abstractions and systems that improve the team's velocity.
• You'll raise the bar for engineering quality by setting and enforcing standards.
• You'll mentor teammates to help them grow as architects & engineers.
• You'll work closely with product & design teammates and our clients to collectively define what we're building.

Requirements ✅

• You collaborate well with engineering teammates and cross-functionally—especially working through natural tension with designers and product managers.
• You give positive & constructive in-the-moment feedback to your teammates and enjoy receiving the same.
• You're excited to work at least a couple days a week in-person at our office in Redwood City.
• You have worked as a software engineer for 3+ years.
• You have written production software with at least 1 of Go, TypeScript, & React.

Icing on the cake 🎂

• You have worked in a fast-paced startup environment.
• You have familiarity with construction or building materials.

Interview process

• Intro Call (15 min): Getting to know each other and aligning on expectations for the role with Nick.
• Technical Screen (1 hour): Working through debugging and coding challenges with Andrew.
• System Design Screen (45 min): Designing a system to address an abstract problem with Santi & Brian.
• Onsite @ Redwood City HQ (~5 hours):
  • Walk (45 min): Diving into the business with Nick.
  • System Design (1 hour): Walking through the design of one of your past systems.
  • Lunch (45 min): Breaking bread with the team.
  • Product Collaboration (1 hour): Going back & forth on a PRD with Vidhan.
  • Culture (30 min): Reflecting on past experiences with George.
  • Coding Skills (1 hour): Tackling algorithmic challenges with Boxuan.

Who we are

In alphabetical order:

1. Adam (Territory Account Executive): studied Communications at UConn (Go Huskies!) and worked as an AE at a large cloud software company (Box); a frequent at concerts around the greater NYC area in his spare time 🫡
2. Amanda (Head of Finance & Operations): studied Marketing Management at De La Salle University; worked in recruiting & operations at a few Bay Area startups; loves building teams, scuba diving, & hiking! 🤿 🏞️
3. Andrew (CTO): studied computer science & humanities at Stanford; worked as a software engineer and head of engineering at Apple & Anova; danced with the SF ballet (where he met his wife)! 🩰
4. Gemma (Andrew's Bernedoodle): *fiercely protecting Andrew* 🐶
5. Andy (Territory Account Executive): studied Business Management at Oklahoma State University (Go Pokes); worked as an AE for large tech like Cisco System and small startups BeckTech and TrackStreet; do you need a 4th? ⛳️🏌🏼‍♂️
6. Boxuan (Engineering): studied computer science at the Ohio State University; worked as an engineer at Bytedance, jd.com, Shape security and A10networks. I like hiking in spare time.
7. Brian (Engineering): studied computer science & applied math at NJIT and UC Davis; worked as an engineer at Google, Snap, and Common Networks; LoL player and Earthquakes fan ⚽
8. Luna (Brian's chocolate lab): *looking longingly at YB* 🦮
9. Claire (Head of Client Success): studied History at Dartmouth College; worked in Account Management and Customer Success at Yahoo, Outlier AI, and Persona; loves following women's sports and studying architecture 🏑🏡
10. Clara (Territory Account Executive): studied Literature at University College London; worked in GTM strategy for a feminine health tech startup in Paris and then came to the bay to work in sales for Verkada; often seen doing a headstand 🧘‍♀️
11. Emmie (Engineering): studied math & computer science at Stanford; worked as a software engineer at Flexport; loves confetti cake 🧁 and almond croissants 🥐
12. Erin (Territory Account Executive): studied Communications and Biology at Union University; worked in SaaS sales at Cisco and Bloomerang; avid traveler to Kenya since 2009 🌍 🦒
13. George (Engineering): studied computer science at Stanford; worked as a software engineer at Facebook; exclusively reacts on Slack with the shaka! 🤙
14. Jonathan (Territory Account Executive): studied Linguistics at Cedarville University; worked in SaaS implementation for startup Tekion; has flown over 100k miles in the last year 🛫
15. Jordan (Engineering): studied computer engineering at the University of Waterloo; interned at Rivian, IBM, and here before joining full-time; played the saxophone professionally 🎷
16. Kyle (Territory Account Executive): Studied Anthropology and History at UNCW; Has been a seller for companies big and small, mostly in the Software space. Is self-taught in catching snakes barehanded🐍
17. Mango (Kyle's corgi): *demanding pets from everyone he meets* 🐾🥭
18. Lej (Client Success) working directly in the field of software for the last three years helping entrepreneurs and start-ups alike. Aspires to create a smart home environment similar to the one depicted in the 1999 Disney movie "Smart House."🎮
19. Matt (Head of Sales): studied history at Northwestern; taught middle school in Chicago (hardest job ever), more recently worked in sales and general management at a fishing tackle company (Catch Co.); former competitive angler in college (bass fishing 🎣)
20. Nick (CEO): studied math & computer science at Stanford; worked as a trader at Bridgewater & Citadel and as a PM at Google & Enigma; distantly related to the founder of the Hershey company 🍫
21. YB (Nick's Belgian Malinois): *looking longingly at Luna* 🐕
22. Noah (Product Designer): studied Art Practice at Stanford; worked as a Product Designer at several startups in consumer social; has too many hobbies including volleyball, pool, painting, gamedev, birdwatching, music, cooking, trivia, and sumo. 🎱
23. Rae (Sales Development Rep): Studied Business Management at University of Colorado; Worked as an account executive at Sumup; likely the only Colorado native who doesn't ski or snowboard. 💃🏻
24. Santiago (Engineering): studied computer engineering at University of Waterloo; worked as SWE intern at The Cooperators, Inflight, BitBakery, Replicant; played lots of soccer, loves rap and r&b 🎧
25. Tyler (Data and Client Success): studied general education and tech at Cabrillo College; worked as a system administrator for a short time and at a paint store (Kings paint!!!) for eight years, manager for two; likes to play most video games, currently playing Diablo 4. 🕹
26. Umer (Engineering): studied computer science at National University of Singapore; worked as a SWE intern at Visa and an NLP chatbot startup; has an identical twin! 👯‍♂️
27. Vidhan (Product): studied Biomedical Engineering and Econ at Duke; Worked as a PM at Hinge Health and BuildZoom. Previously at Zenefits. Founder Urova Medical; 🍪
28. Waffle (Vidhan's Labradoodle): Stealing whatever food can be found 🐶
29. Zach (Design): studied product design at Stanford; worked in design at a few startups; currently wearing socks with cocktails on them! 🍹

What we stand for ⭐️

The values we hold most dear are learning through feedback and experimentation, enjoying our time together, truly empathizing with clients (we've worked at paint stores & lumber yards!), building a diverse team, and driving to achieve as fast as we can.

How we've fundraised 💰

We've raised $18m across three rounds:

1. A $2m pre-seed led by Kent Bennett at Bessemer with participation from Plug & Play, Quiet Capital, and Sequoia.
2. A $5m seed led by Caitlin Bolnick Rellas at CRV.
3. An $11m series A led again by Bessemer and CRV.

Benefits 🩺

• Medical, vision, and dental insurance with 100% premiums covered for you, 50% for dependents (~$5-6k/yr) 🏥🥸🦷
• Daily lunch (~$4k/yr) 🥘
• Learning materials and Coursera courses (~$1k/yr) 📚
• Unlimited audiobooks via our team subscription to Libro ($500/yr) 🎧
• Gym membership! (~$1200/yr) 💪
• Unlimited PTO 🏖️
• Betterment 401k 🏦
• Dog-friendly office 🐶
• And more! If you have ideas, let us know 🙂

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Role overview

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Join our dynamic team as a US Business Development Representative, where you'll play a pivotal role in acquiring new customers and providing exceptional service to automotive dealerships nationwide. As the first point of contact for many clients, you'll showcase CarGurus' offerings and benefits with professionalism and enthusiasm, utilizing both outbound and inbound strategies.

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What you’ll do

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• Initiate contact with potential clients through daily outbound cold calls to both independent and franchise dealerships.
• Qualify inbound leads by engaging in insightful discussions about dealers' business objectives, strategies, and interest in our market-leading products.
• Collaborate with our inside sales team to identify and pursue opportunities for new dealership partnerships.
• Manage and prioritize your time effectively to exceed monthly performance metrics and drive results.

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What you'll bring

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• Bilingual in English/Spanish required
• A passion for sales and a desire to build a successful career in the sales field.
• Strong time management and organizational skills to handle multiple tasks and priorities effectively.
• Self-motivation, drive, and a commitment to personal and professional growth.
• Excellent verbal and written communication skills to articulate product offerings and engage with clients
• Coachability and a willingness to learn and adapt in a fast-paced environment.
• Previous sales experience is preferred but not required; we welcome motivated individuals from diverse professional backgrounds.
• Experience in customer service or hospitality is a plus.

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Please Note: This position marks the starting point for a career in sales at CarGurus. We encourage candidates from various backgrounds who are eager to grow within our sales organization. Successful candidates will show a commitment to personal development through our Business Development Representative (BDR) program, providing pathways for advancement.

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Summary

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We’re looking for a Director of Carrier Relations to take Spark to the next level by driving strategy and execution across national and local Medicare carriers.

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Working closely with the EVP of Growth, you will own revenue generation across our existing Medicare carrier partners. You will be responsible for ongoing financial negotiations with each Medicare carrier to ensure Spark is maximizing revenue for our own business along with all of our distribution partners. You will leverage your industry knowledge and relationships, cross-functional working style, financial modeling expertise, and strong negotiation skills to consistently demonstrate the Spark value proposition to carriers and secure the highest revenue-per-application each enrollment period.

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Furthermore, you will be responsible for adding new carriers to Spark’s portfolio as part of our revenue expansion strategy. Collaborating with Spark’s Sales and Account Management teams, you will negotiate direct, top-of-the-hierarchy contracts with Medicare carriers that we’re not currently contracted with.

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The ideal candidate is a true entrepreneur with exceptional sales and business development skills. You know how to work in an unstructured environment and thrive in high pressure situations. You have deep carrier relationships, a bias towards action, and a willingness to roll up your sleeves. You know what it takes to close a deal and you’re euphoric about being a key pillar of our go-to-market team.

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What you’ll do:

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• Drive financial negotiations with all existing carriers

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+ Negotiate with each carrier annually to secure / maintain the highest amount of override commission for Spark and its distribution partners

+ Negotiate with each carrier leading up to each enrollment period to secure / maintain the highest amount of marketing co-op for Spark and its distribution partners

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• Drive the new-to-Spark carrier sales strategy

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+ Research, prioritize, and outreach new carriers that have been identified by leadership as having strategic influence to Spark and its distribution partners

+ Negotiate with each carrier to secure direct, top-of-the-hierarchy contracts and find alternate contracting pathways if needed

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• Drive incremental Medicare revenue across Spark’s distribution

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+ Collaborate with Spark’s Sales, Account Management, and Training teams by serving as a Medicare product expert

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What we’re looking for:

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• +5-10 years of experience negotiating Medicare FMO contracts on the carrier or FMO side
• Deep relationships with Medicare carriers (non-Medicare carriers are a plus!)
• Strong understanding of FMO economics and financial modeling skills
• Creativity to negotiate and tenacity to close deals is a must
• Excellent prospecting, product demonstration, and general business development skills
• Terrific communication and team collaboration skills
• Comfort with ambiguity; ability to be flexible in a rapidly changing environment
• Experience working within sales engagement software and CRM
• Ability to travel 25-33% of the time

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Compensation

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Summary

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We’re looking for a Carrier Relations Associate to take Spark to the next level by owning the day-to-day operations across national and local carriers.

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Working closely with the EVP of Growth, you will be responsible for the efficient and effective exchange of information between Spark and each of our carrier partners. You’ll own the build out and maintenance of our carrier knowledge base and serve as the triage point for carrier questions, issues, and escalations to related teams.

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Leading into each enrollment period, you’ll collaborate with Spark’s leadership to develop forecasts and dashboards for each carrier in order to track key business metrics and negotiate for the highest level of compensation. Moreover, you’ll own the onboarding process for new-to-Spark carriers and lead the execution of the project plan across internal and external teams.

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The ideal candidate is a true entrepreneur with exceptional operational skills. You know how to work in an unstructured environment and lead cross-functional projects. You have terrific relationship building and problem solving skills and a willingness to roll up your sleeves. You’re a wizard when it comes to working with data and thrive in circumstances that require creative thinking. Everything you do comes with a growth mindset.

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What you’ll do:

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• Drive the day-to-day exchange of updates & escalations

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+ Distill carrier specific information for dissemination across Spark & external agents

+ Triage & troubleshoot escalations across departments (e.g., contracting, enrollment, compliance, etc.)

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• Own new-to-Spark carrier onboarding & existing carrier maintenance

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+ Develop and manage the project plan for each new carrier that Spark contracts with

+ Build out the carrier bible for each new carrier in coordination with related teams

+ Refresh the carrier bible annually for each existing carrier, especially when updates are made to compensation and contracting workflows

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• Support the sharing of data between Spark <> carrier

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+ Build out enrollment forecasts prior to each enrollment period and reconcile with each carrier afterwards

+ Own carrier specific dashboards to measure Spark’s achievements toward our contractual or business goals

+ Strategize with each carrier and our internal teams to improve the efficiency and effectiveness of our data sharing

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What we’re looking for:

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• + +2 years of experience working in at fast paced, tech-startup

  + Dedicated to learning Medicare distribution

  + Demonstrated success leading inter-company projects

  + Previous success in a sales and service role

  + Knows what it takes to develop new business opportunities

  + Proven ability to adapt on the fly in a rapidly changing environment

  + Excellent ability to break down complex problems and develop creative solutions

  + Strong organization and cross-functional skills

  + Terrific verbal and written communication skills

  + Passionate about operational excellence and process optimization

  + Extreme comfort working with various datasets and creating dashboards and models

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Compensation

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Role overview

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We are looking for an experienced Senior Credit & Collections Analyst to join our growing team! In this role, you’ll take ownership of high-risk, complex, and escalated accounts while contributing to key reporting and analytics efforts. The ideal candidate brings a strong mix of B2B collections expertise, advanced analytical skills, and the confidence to resolve tough scenarios independently. This is a great opportunity for someone who enjoys balancing relationship management with data-driven decision-making.

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What you'll do

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• Own a portfolio of high-value accounts: Manage a set of strategic customer accounts, ensuring timely collections and building strong working relationships.
• Tackle high-risk and escalated cases: Conduct outbound outreach focused on resolving complex, sensitive, or overdue balances.
• Negotiate and resolve disputes: Lead conversations with customers to reach favorable outcomes, resolving issues while protecting company interests.
• Provide strategic insights: Support reporting and analytics initiatives that help drive collections performance and inform business decisions.
• Ensure compliance and improve processes: Maintain adherence to company policies and internal controls, while identifying ways to streamline and enhance existing workflows.

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What you'll bring

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• 5+ years of hands-on B2B Credit & Collections experience.
• A track record of independently managing complex customer escalations and dispute resolution.
• Strong negotiation skills and sound judgment in high-stakes scenarios.
• Analytical mindset with experience building and interpreting reports (Excel or Google Sheets proficiency required).
• Excellent communication skills—both written and verbal.
• Highly organized, detail-oriented, and comfortable managing competing priorities in a dynamic environment.
• A proactive, problem-solving attitude and a sense of ownership.
• A degree in Finance or a related field is preferred, but equivalent practical experience is also valued.

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Role overview

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CarGurus is looking for a User Experience Designer to join our growing Product Design and User Research team. In this role, you’ll help design intuitive, engaging, and visually compelling user experiences across our marketplace and platform.

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We’re looking for a designer who can think holistically, iterate quickly, and refine designs with care. You’ll collaborate with engineers, product managers, analysts, content strategists, and researchers to deliver meaningful solutions to real user problems. You’ll be expected to balance creativity with structure - producing work that’s well-reasoned, well-crafted, and aligned to business and user goals.You’ll report to a Senior UX Design Manager, who will support your professional growth and performance and your day-to-day work will be guided by one of our Lead Designers, who provides design direction, mentorship, and helps ensure high-quality, consistent execution within your product area.

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An online portfolio is required. Your work should demonstrate clear problem-solving, user-centered thinking, polished visual design, and the ability to iterate toward thoughtful solutions.

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What you'll do

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• Collaborate with product and engineering partners to design high-impact, user-friendly, and visually engaging experiences
• Translate research and requirements into user flows, wireframes, prototypes, and polished, production-ready UI designs
• Iterate quickly by exploring multiple directions, incorporating feedback, and continuously improving your work
• Apply accessibility and responsive design best practices
• Use data (e.g., usability testing, A/B tests, analytics) to inform and validate design decisions
• Receive direction and mentorship from a Lead Designer and contribute to team-wide critiques and rituals
• Contribute to shared design systems, uphold design quality, and help create a cohesive product experience

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What you'll bring

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• 3+ years of experience in UX/product design, ideally within agile, cross-functional product teams
• A strong portfolio that showcases polished visual design, user-centered thinking, and clear design rationale
• Proficiency with tools like Figma, and familiarity with prototyping and working within design systems
• Strong communication skills, both verbal and visual—able to clearly explain ideas and decisions to different audiences
• Experience applying accessibility, inclusive design, and responsive principles to your work
• A growth mindset and an iterative approach to problem-solving
• Curiosity about emerging design practices, including thoughtful use of AI tools to support ideation, content exploration, or research synthesis—used in service of better user outcomes, not as shortcuts for quality

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Role overview

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CarGurus is looking for a User Experience Designer to join our mobile team, helping to build intuitive, delightful, and high-performing experiences for our iOS and Android apps. This mid-career role is a great opportunity for a mobile-focused UX designer who is curious, collaborative, and passionate about solving real-world problems through user-centered design.

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You’ll work cross-functionally with engineers, product managers, researchers, and data analysts to ideate, prototype, and validate mobile experiences that support millions of users on one of the biggest financial decisions of their lives - buying or selling a car.

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You will be embedded within our Mobile design pod, working under the guidance and mentorship of our Mobile Lead. Our mobile team builds using React Native, so familiarity with this environment is highly desirable. We’re especially excited about candidates who are experimenting with AI tools, enjoy rapid iteration, and bring an entrepreneurial spirit to their work. Our mobile team is in growth mode, so the ability to execute quickly without sacrificing quality is key. You'll also need to be comfortable navigating shifting priorities and frequent context switching - this is a fast-paced environment where multitasking is essential. Our team values diverse perspectives and learning from one another, and we welcome applicants from all backgrounds. A portfolio or samples of your work are required.

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What you'll do

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• Design intuitive and effective mobile experiences for iOS and Android platforms, contributing to both feature work and longer-term UX strategy for the mobile app
• Collaborate with product managers, engineers, and researchers to understand user needs, define problems, and explore a range of solutions through wireframes, flows, and prototypes
• Apply user research insights, behavioral data, and A/B test results to iterate and improve designs
• Participate in discovery efforts, helping identify the right problems to solve and how to validate proposed ideas
• Use tools like Figma to create production-ready designs, with a strong emphasis on visual polish and attention to detail
• Design and communicate micro interactions, transitions, and motion design to enhance mobile UX and create a more fluid and engaging user experience, using best practices for mobile animation and interaction design
• Rapidly prototype experiences using design tools, AI-enhanced workflows, or light front-end technologies to convey interaction intent and support iterative testing
• Move quickly and confidently through the design process, adapting to fast-changing priorities while maintaining a user-first approach
• Support and contribute to the CarGurus design system, helping ensure consistency across the mobile app experience
• Consider accessibility and inclusive design principles in all of your work

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What you'll bring

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• 3-5 years of UX/product design experience with a strong focus on mobile app design (iOS and/or Android), proficiency with tools like Figma and comfort working in agile, cross-functional teams
• A solid understanding of mobile UX/UI best practices, trends, and platform guidelines
• Demonstrated experience with interaction and motion design, including the thoughtful use of animation to guide, inform, and delight users on mobile platforms
• Familiarity with user-centered design, including usability testing, rapid prototyping, and evidence-based iteration
• Experience using data and analytics to inform design decisions, and a desire to improve designs based on what users actually do
• Strong communication skills - you can explain your design thinking clearly to designers, engineers, and product leaders
• A growth mindset and a passion for continuous learning, including experimentation with AI-powered design tools and emerging UX methods
• Ability to work quickly and efficiently while upholding high design standards in a fast-paced, context-switching environment
• Familiarity with accessibility principles and a commitment to creating inclusive user experiences
• Experience working with React Native and an understanding of how it influences mobile UX implementation is highly desirable
• Familiarity with prototyping tools and techniques - including AI-enhanced design workflows and light coding - to communicate design intent and support usability validation

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Role overview

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CarGurus is seeking a Product Manager, Competitive & Market Intelligence to lead the development of innovative reporting and insights tools that empower auto dealers with a deeper understanding of their local markets and competitive landscape. This role will be pivotal in shaping the dealer experience by providing data-driven guidance that helps them make more informed business decisions.

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In this role, you’ll work closely with Engineering, Data Science, Product Data Analytics, Sales, Marketing, and Customer Success teams to deliver scalable, insightful, and intuitive market intelligence solutions. If you're a strategic thinker who thrives on transforming complex data into impactful, easy-to-understand insights, we’d love to hear from you!

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What you'll do

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• Own the vision and roadmap for dealer-facing market intelligence products, including competitor benchmarking, pricing insights, inventory trends, and local market dynamics.
• Collaborate with Engineering, Data Science and Product Data Analytics teams to translate complex models and data sets into intuitive reporting tools and dashboards.
• Drive the development of localized and personalized insights that help dealers optimize pricing, inventory mix, and advertising strategies.
• Partner with Sales and Customer Success teams to gather feedback, validate use cases, and ensure solutions meet real-world dealer needs.
• Ensure roadmap prioritization aligns with business goals, user pain points, and strategic initiatives.  

  Maintain high levels of engagement with stakeholders through roadmaps, presentations, and frequent updates.

• Advocate for data quality and consistency, ensuring reliable and actionable insights for dealers.
• Collaborate with go-to-market teams on training, enablement, and messaging to support adoption.

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What you'll bring

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• 3+ years of product management experience, including building data-driven or analytics-focused products.
• Experience delivering reporting, dashboards, or insights to external customers, ideally in a B2B or marketplace environment.
• Strong understanding of data visualization best practices, and a track record of translating analytics into customer-facing tools.
• Proven ability to work cross-functionally with Engineering, Data Science, and GTM teams.
• High emotional intelligence and the ability to collaborate across diverse stakeholders with different priorities.
• Self-starter mindset with the ability to drive clarity and progress in a matrixed organization.
• Excellent written and verbal communication skills.  

  Experience in the automotive, retail, or marketplace space is a plus.

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About the Role

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As an Executive Business Partner to our CEO, you’ll be at the tempo keeper of Metronome’s leadership engine. You will bring order to the daily chaos—managing calendars with precision, building systems that keep us organized, and making sure the team is always set up to focus on what matters most. Your work will help keep our execs aligned, energized, and rowing in the same direction.

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More than just logistics, this role is a key cultural connector. You'll play a big part in shaping how we work together and show up as a team. You'll report directly to the CEO and work closely with leaders across the company.

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This position is based in the Bay Area and requires 2–3 days a week in our San Francisco office, plus occasional travel for onsite and offsite events (roughly once per quarter). We do not offer relocation for this role.

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What You'll Do

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• Own and manage complex, ever-evolving calendars—prioritizing what’s most impactful and coordinating seamlessly with internal and external stakeholders
• Attend meetings, taking notes, following up on action items, and helping to create decks
• Coordinate detailed domestic and international travel
• Plan and execute high-impact events—from team dinners to multi-day offsites—handling everything from logistics to vibe
• Take charge of monthly expense reports and step in on special projects that keep things moving forward
• Act as an extension of our CEO —representing Metronome with professionalism, warmth, and great judgment both internally and externally

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Impact You'll Have

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• Help drive the rhythm of the business by supporting exec staff meetings, Quarterly Business Reviews, offsites, and other key operating cadences
• With the visibility you will have across the business, you’ll spot gaps, risks, and opportunities before they surface
• Our admin team is the glue that holds everything together, and as an EBP to the CEO, you’ll play a key role in how Metronome operates and scales

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Qualifications

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• 4+ years of experience in a similar role—ideally supporting founders or C-suite at a fast-paced tech company
• A proactive mindset and a track record of going the extra mile without being asked
• Comfortable working with urgency, shifting priorities, and occasional after-hours communication to keep things moving
• Exceptional organizational skills—you can juggle multiple priorities without dropping the ball
• Calm, collaborative, and approachable under pressure (bonus points for a good sense of humor)
• Strong judgment and a deep respect for confidentiality
• Sharp eye for detail and high standards for accuracy
• Clear, thoughtful communicator across all formats—written, verbal, async, live
• Confident navigating Google Calendar, Gmail, and taking notes like a pro
• Aligned with our values— you take ownership, stay gritty, and meet the moment with a can-do attitude

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Bonus points

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• Project management experience
• Event planning experience

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Compensation

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The estimated base salary range for this role is $128,000 - $161,000. In addition to your base salary, Metronome offers a competitive total rewards package, including but not limited to, market-benched equity, sales incentive pay (for eligible roles), comprehensive health benefits, and other benefits listed below.

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The actual base salary will vary based on factors including market value, individual qualifications objectively assessed during the interview process, and previous experience. The listed range above should serve as a guideline and may be modified at any time.

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We believe that compensation reflects the expected impact you will have at the company, relative to the market value of your role. We also conduct an annual pay audit to ensure pay is fair, indexed to market value, and that pay takes into account continued performance at Metronome. If you would like to learn more about our philosophy or about why we are all billing nerds, send us a message. We’d love to talk!

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Role overview

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The Engagement team at CarGurus is looking for a skilled front-end engineer to help mentor others and drive exciting projects in the automotive and communications space. We are looking for a front end expert with full stack chops, who  will act as the lead front end engineer and play a huge part in helping transform the way CarGurus communicates with its users and help increase site stickiness. This includes SMS, Push, Email and on site experiences.

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This is a very exciting time for CarGurus and is a huge opportunity for you to be a part of something truly amazing.  Our startup DNA means we particularly value a diverse set of backgrounds and perspectives. Come help build the next phase of CarGurus!

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What you'll do

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• Collaborate with fellow engineers, designers, product managers, and data analysts to take an idea from concept to technical design to implementation to testing to measurement.
• Pitch in wherever there will be the greatest impact. This could be anything from implementing a new full consumer facing feature, to integrating with a key partner or technology, to a quick vapor or A/B test to help determine what’s next.
• Be deeply engaged in the full development lifecycle designing, developing, testing, deploying, maintaining, monitoring and improving software.
• Advocate for new technology and new methodologies
• Continuously learn and expand your capabilities
• Have fun!

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What you'll bring

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• Expert understanding of modern JavaScript and ES6 concepts, ideally in fast paced environments
• Good understanding of full stack development so you can pitch in on backend focused Java tasks too
• Excel at developing well-structured, performant web applications using modern a JavaScript framework like React, Remix and and other front end technologies
• Experience with email/sms/push notifications a plus
• Experience with CSS and HTML5
• Passionate about building a great UI/UX experience through continuous improvements and testing (E2E and unit tests)
• Experience developing large-scale application software
• A solid understanding of data structures
• Have the ability to iterate and ship ideas quickly, with loose direction
• You’re a skilled communicator with a collaborative spirit
• 3+ years of relevant work experience needed

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About the Role

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As Executive Assistant to our Chief Product Officer and Chief Operating Officer, you’ll be the go-to force behind the scenes, making sure our leaders—and their teams—stay on track and in sync. You’ll manage complex calendars, prep for key meetings, and support day-to-day operations that keep R&D and Go-to-Market teams running smoothly. You’ll also help bring people together by coordinating team events and supporting planning for offsites.

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This role is all about execution, organization, and creating space for our leaders to focus on the right stuff. You'll report directly to either the CPO or COO and collaborate with teams across the company.

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This position is based in the Bay Area and requires 2–3 days a week in our San Francisco office, with occasional travel for onsites and offsites (roughly once per quarter). Relocation is not offered for this role.

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What You'll Do

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• Manage fast-moving calendars and sensitive information with care—coordinating across internal teams and external partners
• Attend meetings, taking notes, following up on action items, and helping to create decks
• Book and coordinate travel (both domestic and international)
• Team up with the CEO’s Executive Assistant to plan team events and offsites
• Handle monthly expense reports and jump in on special projects as needed
• Be a trusted representative of your execs—building strong relationships across the company and with external partners

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Impact You'll Have

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• You will help your leaders stay focused on what matters most—protecting their time and prioritizing high-impact work over day-to-day fire drills
• By supporting key execs, you will play a central role in shaping how our teams work and connect
• With your visibility across the org, you will often be the first to spot what’s missing, what’s off track, or what needs attention before it becomes urgent
• Our admin team is the glue that holds everything together—and you will be a critical part of it!

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Qualifications

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• 2+ years of professional experience in an administrative or operational support role, ideally in a fast-paced tech environment
• Strong calendar management chops—you know how to build a smart, flexible schedule and protect focus time where you can
• Exceptionally organized with the ability to juggle multiple tasks and priorities
• Detail-oriented and reliable — you’re the kind of person people trust to catch what others might miss
• Friendly, approachable, and calm under pressure (you bring good vibes, even on busy days)
• Discreet and trustworthy—you know how to handle sensitive information with care
• Comfortable owning logistics for team events, internal meetings, and cross-functional coordination
• Excellent communicator across email, Slack, and in person
• Confident with Google Calendar, Gmail, Docs, and other standard tools
• Aligned with our values— you take initiative, bring a “no job too small” mindset, and care about building a great team culture

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Bonus points

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• Experience supporting executives in different departments
• Project management experience
• Event planning experience

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Compensation

​

The estimated base salary range for this role is $102,400 - $128,000. In addition to your base salary, Metronome offers a competitive total rewards package, including but not limited to, market-benched equity, sales incentive pay (for eligible roles), comprehensive health benefits, and other benefits listed below.

​

The actual base salary will vary based on factors including market value, individual qualifications objectively assessed during the interview process, and previous experience. The listed range above should serve as a guideline and may be modified at any time.

​

We believe that compensation reflects the expected impact you will have at the company, relative to the market value of your role. We also conduct an annual pay audit to ensure pay is fair, indexed to market value, and that pay takes into account continued performance at Metronome. If you would like to learn more about our philosophy or about why we are all billing nerds, send us a message. We’d love to talk!

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Role Overview

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As a Manager on the International Engineering Team, you will play a pivotal role in developing and leading a team of talented engineers focused on building and shipping high-quality products at scale. In this role, you will embody our Leadership Capabilities by maintaining a focus on customer impact, fostering open communication and cross-team collaboration, and embracing an iterative approach to both product development and team management.

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Examples of potential project opportunities include collaborating with API engineers to build  new user flows for new International products, designing and implementing A/B tests on consumer and dealer product initiatives, and redesigning high-traffic pages to leverage modern technologies like Remix to improve user experience.

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Join us and play a crucial role in shaping the future of our international consumer products while empowering the team and our International user base. No need to be a car expert—we’re more interested in your passion for engineering and your leadership!

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Who You Are

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• Proven experience of 2+ years in managing and growing teams of full stack engineers focused on building and shipping products at scale.
• Minimum of 5 years of extensive hands-on software design and frontend development experience in TypeScript/JavaScript, React, HTML, CSS.
• Experience with full stack development with Remix, express, next.js or similar.
• Experience thriving in cross-functional environments where you have demonstrated rigorous thinking and effective decision-making.
• Excellent problem-solving skills and the ability to thrive in a fast-paced, iterative development environment.

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What You'll Do

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• Lead and mentor a team of engineers through architecture and design guidance, coaching, and hands-on collaboration.
• Collaborate with stakeholders across product, design, and infrastructure stakeholders to ensure alignment on projects and objectives to optimize impact on international customers.
• Engage in hands-on coding with frontend technologies such as Remix, JavaScript, TypeScript, React, Redux, and React Testing Library.
• Build reusable and scalable architecture while upholding high engineering standards and implementing and evolving best practices.
• Own problems from end-to-end, managing diverse systems, processes, and technologies to optimize efficiency and user experience.
• Manage diverse systems, processes, and technologies to enhance efficiency and user experience.
• Recruit and retain top engineering talent in partnership with the recruiting team to maintain a diverse and high-performing team.
• Support team members' career growth through individualized guidance and development opportunities tailored to their goals.
• Embrace our leadership capabilities by embodying a growth mindset and fostering an environment of learning, developing, and growing together; create meaningful partnerships and a sense of belonging, setting foundations of trust, respect, inclusion, and empathy in how we work.

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CarGurus is seeking an Engineering Manager – Competitive & Market Intelligence to lead the development of innovative reporting and insights tools that empower auto dealers with a deeper understanding of their local markets and competitive landscape. This role will be pivotal in shaping the dealer experience by providing data-driven guidance that helps them make more informed business decisions.

​

In this role, you’ll manage a team of 5 and work closely with Product, Data Science, Product Data Analytics, Sales, Marketing, and Customer Success teams to deliver scalable, insightful, and intuitive market intelligence solutions. If you're a strategic thinker and executor who thrives on transforming complex data into impactful, easy-to-understand insights, we’d love to hear from you!

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What You’ll Do

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• Manage a team of talented engineers while providing technical leadership and mentorship to the broader team
• Ensure your team writes clean, well-tested, and efficient code.
• Take generic tasks and break them into small, self-contained tasks.
• Accurately estimate and prioritize units of work and drive the incremental release of moderately sized projects
• Be deeply engaged in the full development lifecycle designing, developing, testing, deploying, maintaining, monitoring, and improving software
• Contribute to road mapping discussions by proposing new ideas for technical investment and providing estimates
• Advocate for new technology and new methodologies
• Continuously learn and expand your capabilities
• Have Fun!

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What You’ll Bring

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• Life long learning skills
• 5+ years of software development experience
• 3 years of leadership/management experience
• Expertise with Java or Python
• General understanding of ML techniques and when to use them
• Understanding of AI tools and has hands on experience using them
• Experience building scalable data products and is capable of  gathering insights from them
• Excellent Project management skills
• People focused technical leader with high Emotional Intelligence

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Role overview

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We are seeking a strategic, people-first leader to serve as Director of Benefits and oversee the full scope of CarGurus’ global benefits programs. In this role, you will define and deliver a competitive, cost-effective benefits strategy that supports the diverse needs of our employees and aligns with our values and long-term business objectives.

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As the most senior leader overseeing benefits, you will be responsible for designing, implementing, and continuously improving programs that span health and welfare, retirement, leave, wellbeing, and perks across the U.S., Canada, the UK, and Ireland. You’ll serve as a trusted advisor to senior leadership and a key partner to Finance, Legal, and HR stakeholders, ensuring that our offerings are compliant, market-relevant, and operationally sound.

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This role blends strategic planning with hands-on leadership of program execution and team development—balancing big-picture thinking with the operational rigor required to deliver a high-impact employee experience.

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What you'll do

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Strategic Leadership & Program Design

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• Own and evolve CarGurus’ global benefits strategy, ensuring offerings are competitive, inclusive, and aligned with employee needs and business priorities
• Analyze market trends, employee feedback, and internal data to drive thoughtful, data-informed enhancements to program design
• Collaborate with Finance to manage budgeting, cost modeling, and forecasting for all benefits-related programs and initiatives

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Plan Management & Optimization

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• Lead the design, implementation, and administration of employee benefits programs, including medical, dental, vision, life and disability insurance, 401(k), commuter benefits, tuition reimbursement, wellness programs, and other perks
• Continuously evaluate plan performance and utilization, identify opportunities for optimization, and ensure benefit offerings remain high-value and cost-effective
• Drive the annual Open Enrollment process, including communications, vendor coordination, and operational execution in partnership with HRIS and internal comms

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Compliance & Vendor Oversight

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• Ensure full compliance with all federal, state, and local regulations (ACA, ERISA, HIPAA, COBRA, etc.), as well as international benefits requirements where applicable
• Oversee all regulatory filings and reporting (e.g., 5500s, non-discrimination testing, Medicare Part D disclosures, CMS/HIRD reporting, etc.)
• Manage external broker and vendor relationships, negotiate renewals and contracts, and hold partners accountable to service-level standards

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Leave, Accommodation & Employee Experience

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• Oversee administration of leave of absence and accommodation programs including FMLA, ADA, parental leave, and disability
• Partner with Legal and People Business Partners to support escalated leave cases and ensure consistent, employee-centered handling
• Serve as the senior subject matter expert for benefits-related matters, providing guidance to the HR team and supporting employee escalations when needed

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Cross-Functional Collaboration & Leadership

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• Collaborate with HRIS, Payroll, Finance, Legal, and People Operations teams to ensure operational excellence and data integrity
• Develop and execute effective employee communication strategies to drive engagement and understanding of benefits offerings
• Lead and mentor a high-performing team, fostering a collaborative, growth-oriented culture within the benefits function

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What you'll bring

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• 15+ years of progressive experience in employee benefits, with ownership of program strategy, operations, and compliance
• Proven success overseeing domestic and international benefits programs, with deep understanding of industry trends and regulatory frameworks
• Demonstrated experience managing large-scale benefits budgets, vendor relationships, and cross-functional partnerships
• Strong analytical mindset with the ability to use data to drive decision-making and present insights to leadership
• Excellent written and verbal communication skills; ability to simplify complex topics for a broad audience
• High degree of integrity, discretion, and empathy in managing sensitive information and employee needs
• Familiarity with Workday or similar HRIS systems; CEBS certification or related credentials a plus

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Role Overview

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CarGurus is seeking a detail-oriented and collaborative Payroll Analyst to join our People & Talent team. In this role, you'll support the launch and ongoing operations of both bi-weekly and semi-monthly payroll cycles. This position plays a key part in ensuring that employees across the U.S. and internationally (UK, Ireland, and Canada) are paid accurately and on time.

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The Payroll Analyst will also be responsible for generating recurring reports, supporting annual payroll projects, and partnering with Accounting on journal entries. Our Payroll team also leads commission and bonus payrolls, manages benefit accruals, and ensures compliance across all payroll processes.

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What You’ll Do

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• Support end-to-end payroll processing across multiple countries (U.S., UK, Ireland, and Canada).
• Collect and validate payroll data across departments and teams.
• Input and maintain payroll data within Workday HRIS.
• Ensure accurate recordkeeping of payroll transactions and documentation.
• Manage payroll workflows to ensure timely and precise processing.
• Maintain employee tax allocations in Workday.
• Reconcile payroll prior to transmission and validate results post-processing.
• Ensure employee hours are submitted and approved accurately in Workday.
• Assist with payroll amendments and year-end reporting (W-2s, W-2cs, 1095-Cs).
• Build and maintain ad hoc payroll and financial reports
• Process off-cycle and manual payments as needed.
• Manage the payroll inbox and respond promptly to inquiries.
• Complete employment verification requests.
• Support the Payroll Manager with daily operations and issue resolution.
• Assist with internal and external payroll audits.
• Collaborate with the People Operations team on special projects.
• Support payroll-related equity transactions.

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What You’ll Bring

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• 3–4 years of hands-on experience processing multi-state and multi-cycle payrolls.
• Solid understanding of payroll best practices and compliance standards.
• Working knowledge of payroll tax regulations, fringe benefits, employee benefits, and equity compensation.
• Familiarity with federal, state, and local payroll regulations.
• Proficiency with Excel and other Microsoft Office applications.
• Experience using Workday HRIS for payroll processing.
• High level of integrity and ability to handle sensitive and confidential data.
• Strong communication skills—both written and verbal.
• Analytical mindset with strong problem-solving abilities.
• Excellent organizational skills and ability to prioritize tasks effectively.
• Understanding of FLSA regulations and record-keeping requirements.
• Bachelor’s degree required.

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