Posted on 
May 9, 2025

Senior Sales Specialist

Boston
Mid-Senior ICs
CarGurus
CarGurus
CarGurus
Public
1001-5000
Consumer Products & Tech

Headquartered in Boston, Massachusetts, CarGurus is the all-in-one platform that’s moving the entire car shopping journey online and guiding customers through each step. This includes everything from selling an old car to financing, purchasing, and delivering a new one. Today, millions of consumers visit cargurus.com each month, and more than 30,000 dealerships use our products. We have a people-first culture that fosters kindness, collaboration, and innovation, while empowering our Gurus with tools and resources to fuel their career growth. Our goal is to give all people—consumers, dealers, and our employees—the power to reach their destination. 

Job Description

Role overview

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.

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.

What you'll do

  • 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.

What you'll bring

  • 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

Role overview

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. 

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.

What you'll do

  • 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.

What you'll bring

  • 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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