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CarGurus

Online automotive marketplace with price comparisons

Senior Sales Specialist

Account ExecutiveConfirmed live in the last 24 hours
Full-timeBoston, MA, USAHybrid

About the Job

Requirements

  • At least 5 years of sales or sales leadership experience, including demonstrated ability to close business and lead negotiations.
  • At least 3 years of automotive industry experience; dealership sales experience is preferred.
  • Strong understanding of dealership operations and ability to communicate credibly with dealer owners, general managers, used vehicle managers, and other senior dealership personnel.
  • Proven track record of consistently achieving or exceeding revenue targets.
  • Strong discovery, presentation, demonstration, objection-handling, and closing skills.
  • Ability to operate successfully in a collaborative or overlay sales model where account ownership is shared across multiple stakeholders.
  • Strong analytical skills and ability to translate data and insights into a compelling business story.
  • Comfort operating in an evolving product environment and bringing new solutions to market.
  • Organization, pipeline management, forecasting, and communication skills.
  • Ability to provide clear, constructive customer and market feedback to cross-functional teams.
  • Willingness and ability to travel as needed for dealer meetings, strategic opportunities, industry events, and internal business needs.

Responsibilities

  • Partner with Account Executives and Regional Sales Directors to develop and execute Inventory Management opportunities across their dealer portfolios.
  • Lead discovery conversations with dealer principals, general managers, used vehicle managers, internet directors, and other key decision-makers.
  • Deliver product demonstrations that connect CarGurus Inventory Management capabilities to dealers’ operational challenges and business objectives.
  • Own the specialist portion of the sales cycle, including discovery, demonstration, objection handling, negotiation, and closing.
  • Help Account Executives and Regional Sales Directors identify appropriate customers, buying personas, and opportunities for CarGurus Inventory Management solutions.
  • Build working relationships with assigned sales teams and develop strategies to increase opportunity creation, pipeline, and closed revenue.
  • Position CarGurus Inventory Management solutions against dealership pricing, merchandising, and inventory management platforms.
  • Use dealership knowledge and an analytical approach to challenge existing inventory strategies and help customers reconsider how they price, merchandise, source, and manage vehicles.
  • Become a subject-matter expert across PriceVantage, StockVantage, and future CarGurus Inventory Management products.
  • Travel as needed for strategic dealer opportunities, in-person presentations, industry events, and other business needs.
  • Maintain pipeline discipline, opportunity management, and forecasting within Salesforce.
  • Share talk tracks, objection-handling strategies, competitive insights, and best practices across the Sales Specialist and broader sales organization.
  • Provide market feedback from dealers to Product, Product Marketing, Strategy, Sales Leadership, and other cross-functional partners.
  • Partner with Product and go-to-market teams as new Inventory Management capabilities are developed, tested, and brought to market.
  • Stay current on automotive retail trends, dealership inventory challenges, competitive products, and evolving dealer needs.
  • Consistently achieve or exceed monthly and quarterly sales targets.

Desired Qualifications

  • Direct dealership retail experience, particularly in used vehicle operations, inventory management, pricing, merchandising, or dealership leadership.
  • Salesforce experience.

About the Company

CarGurus

Online automotive marketplace with price comparisons

CarGurus is an online marketplace that connects buyers and sellers of new and used cars, with listings, price comparisons, and dealer reviews. It helps users search a catalog, compare prices, and read vehicle histories, using a ranking system that weighs price, dealer reputation, and history to show potentially better deals. The platform differentiates itself through transparent data and a user-friendly interface that makes it easier to compare options than traditional car-buying methods. Its goal is to help people buy and sell cars more efficiently and confidently by providing clear information and meaningful insights.

Company size
1,001-5,000
Company stage
IPO
Headquarters
Boston, MA
Founded
2006

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