C

CarGurus

Online automotive marketplace with price comparisons

Principal Analyst - Revenue Strategy

Full-TimeUpdated on 10/23/2026
$118k - $148k/yr+ Discretionary bonuses/incentives + Restricted Stock Units (RSUs)
Senior
Boston, MA, USA
HybridHybrid work model; in-person interviews may be required for Boston-based candidates.
Business & StrategyCorporate Strategy

About the job

Requirements
  • Five to seven years of post-graduate experience in a data-intensive role such as strategy and operations, management or economics consulting, corporate strategy, financial planning and analysis, business analytics, or a related field. Experience combining quantitatively oriented consulting with hands-on analytics is especially relevant.
  • Advanced SQL skills, including independently pulling, joining, validating, and investigating data from a warehouse or other large data sources.
  • Strong Python skills for analysis, repeatable workflows, and work beyond spreadsheets.
  • Strong quantitative instincts and the ability to connect detailed analysis to business and financial impact through modeling, clear assumptions, and thoughtful interpretation of results.
  • Demonstrated ability to independently own ambiguous, high-impact analyses from problem definition through recommendation and decision, with minimal oversight.
  • Strategic self-direction, sound judgment, and the confidence to determine the best approach for complex or loosely defined work.
  • Executive-level written and verbal communication skills, including creating polished, concise slide decks and other materials for senior and board-level audiences.
  • Ability to advise senior leaders on broader business implications, shape priorities across functions, and influence decisions without formal authority.
  • Ability to build trust with cross-functional partners and establish analytical frameworks that others can use to make better decisions.
Responsibilities
  • Frame and prioritize strategic questions across Revenue, identifying the data, assumptions, and analytical approach needed to reach a well-supported answer about marketplace balance, lead economics, retention, or the Revenue operating model.
  • Serve as a strategic advisor to Revenue leadership by translating complex analysis into clear implications, trade-offs, and recommendations.
  • Perform rigorous quantitative analysis and build financial models that inform decisions about growth, lead economics, monetization, product portfolio changes, product swaps and potential cannibalization, customer retention, and the Revenue operating model.
  • Independently own ambiguous, high-impact analyses from problem definition through recommendation, presentation, and decision support.
  • Partner with Product, Finance, Operations, and Revenue leaders to shape priorities and evaluate lead quality and volume, product adoption and cannibalization, customer churn, marketplace performance, sales process effectiveness, and organizational design.
  • Pull, join, validate, and interpret data from multiple sources while improving the reliability and consistency of metrics used in strategic discussions.
  • Create executive- and board-ready narratives, analyses, and presentation materials, including supporting metrics and business context.
  • Build reusable analytical frameworks, models, and measurement approaches that raise the quality and consistency of decision-making across Revenue.
  • Help establish an analytical foundation for questions requiring more than anecdotal feedback, including customer and market insights from sources such as Gong; turn conversation and customer feedback into reliable, quantifiable insights leaders can use with confidence.
  • Develop clear points of view, influence cross-functional partners without formal authority, and pressure-test assumptions to support productive decisions.
  • Manage several short- and longer-term projects at once, making thoughtful decisions about where to focus as priorities evolve.
Desired Qualifications
  • Experience with dbt or similar tools for building and maintaining analytical data models.
  • Experience with Looker, Tableau, or another business intelligence platform, as well as version control or notebooks.
  • Exposure to marketplace, subscription, two-sided-business, revenue, go-to-market, pricing, or product strategy questions.

About the company

CarGurus runs an online marketplace that connects buyers and sellers of new and used cars, mainly in the United States with presence in Canada, the United Kingdom, and Germany. It helps buyers, private sellers, and dealerships search listings, compare prices, and read dealer reviews, with a data-driven ranking that weighs price, dealer reputation, and vehicle history. Revenue comes from dealership subscriptions, advertising, and value-added services like financing options and vehicle history reports. The platform aims to make car buying and selling easier and more transparent by providing clear data and a simple, accessible interface.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

Boston, Massachusetts

Founded

2006

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Simplify Jobs

Simplify's Take

What believers are saying

  • Q2 2026 revenue rose 13% to $251 million, with international revenue up 28%.
  • PriceVantage bookings jumped over 50% sequentially, lifting VDPs 15% and leads 9%.
  • Guru-driven U.S. leads increased 60% sequentially after the July 2026 launch.

What critics are saying

  • Dealer spending slowed in 2026 as FTC all-in pricing rules pressured margins and budgets.
  • Autotrader, Cars.com, CARFAX, and Google retain massive intent traffic and bidding power.
  • If ChatGPT or Google answer car-shopping queries directly, CarGurus loses top-of-funnel control.

What makes CarGurus unique

  • CarGurus owns 47.3 million monthly visits, beating Cars.com and Autotrader in August 2026.
  • Its pricing algorithms and 500 million daily signals turn listings into dealer intelligence.
  • Guru and Dealership Mode fuse consumer guidance with dealer workflow data across three markets.

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Benefits

  • Company Equity
  • Hybrid Work Options
  • Flexible Work Hours
  • Paid Vacation
  • Meal Benefits
  • Commuter Benefits

Growth & Insights and Company News

6 month growth

0%

1 year growth

0%

2 year growth

0%
Yahoo
Oct 22nd, 2026
NYC slams CarGurus with major lawsuit for hiding thousands in secret fees.

NYC slams CarGurus with major lawsuit for hiding thousands in secret fees. Cassandra Schilling Thu, October 22, 2026 at 4:25 PM PDT New York City is suing car selling platform CarGurus for allegedly deceiving their customers on the costs. According to the New York City Department of Consumer and Worker Protection (DCWP), CarGurus advertises "Good Deals," "Great Deals," and similar "bargains" on their website, making buyers think they're getting a discount. What the advertisements didn't display were the down payments, buyer requirements, and other mandatory fees. Many times, this added thousands to the customer's total price. The DCWP cited one example from June 2026. The platform advertised a "Great Deal" 2018 Honda for what looked like $2,212 under market price. Only at the very bottom of the ad was a list of other required costs. These hidden fees put the total price $1,473 above average - so the customer spent more than they would've elsewhere. The website also featured an AI bot sharing "deals" that didn't always exist as presented. Mass violations & fines demanded. "New Yorkers should be able to trust that a 'Great Deal' is actually a great deal," DCWP Commissioner Samuel A.A. Levine said. "Our lawsuit seeks to stop bait-and-switch pricing, eliminate hidden fees, and ensure customers aren't getting fleeced when making one of the biggest purchases of their lives." Per court documents, the DCWP is suing CarGurus for violating the New York City Consumer Protection Law on 2,000+ occasions. The law prohibits companies from deceiving customer to sell products. This includes false or deceptive advertisements, bargains with "hidden conditions," sham sales and similar tactics. FTC warnings. CarGurus has alleged making efforts to identify and remove deceptive listings. Despite this, the DCWP is accusing the platform of failing to "adequately enforce" its policies - which technically include disclosing all required costs. But it wasn't until June 2026 that the platform issued a deadline to sellers, and threatened consequences if they didn't meet it. CarGurus sent the notice in response to warnings from the Federal Trade Commission (FTC) - who sent letters to 97 platforms. The FTC threatened fines (up to $53,000 per violation) and legal action against dealers omitting fees from listings. CarGurus responds. "We are deeply disappointed that the New York City Department of Consumer and Worker Protection (DCWP) is bringing claims against CarGurus," CarGurus wrote in a statement. "We're also surprised they're taking this step given our history of leading the market in information transparency, our open collaboration with them, and our repeated efforts to engage productively with them." CarGurus is not the first car selling platform DCWP has gone after. The department said that in the past five years, it has looked into claims of deception from 106 used car dealerships, which CarGurus connects buyers with. These investigations have led to New Yorkers receiving $1.79 million back. Additionally, guilty dealerships were ordered to pay a total of $6.5 million. If you want more stories like this, follow Guessing Headlights on Yahoo so you don't miss what's coming next.

Daily Car Blog
Oct 19th, 2026
New York City Accuses CarGurus of Misleading Consumers With Deal Ratings

New York City accuses CarGurus of misleading consumers with Deal Ratings. By DCB Editorial, October 19, 2026 CarGurus is facing a regulatory enforcement lawsuit in New York over allegations that its online vehicle listings misled consumers by labelling cars as "Good Deals" or "Great Deals" despite additional mandatory fees. The New York City Department of Consumer and Worker Protection (DCWP) alleges the company deceived customers through misleading price ratings, hidden charges and an artificial intelligence-powered chatbot. Officials said the investigation identified more than 2,000 alleged violations of New York City's Consumer Protection Law. According to the DCWP, some listings advertised vehicles below market value before additional fees, down payments and trade-in requirements were considered. One example involved a 2018 Honda listed as $2,212 below market value and rated a "Great Deal". However, mandatory fees meant its actual price was $1,473 above market value, the department said. The lawsuit, filed in New York State Supreme Court, seeks to prevent CarGurus from engaging in allegedly deceptive practices and impose civil penalties. The DCWP also reported that an analysis of more than 40,000 online listings found mandatory fees increased advertised vehicle prices by an average of approximately $1,100. CarGurus CEO Jason Trevisan rejected the allegations, saying the claims did not reflect the facts and overlooked the company's long-standing commitment to price transparency. He said the company would defend itself vigorously. CarGurus has introduced measures requiring dealers to disclose mandatory fees on used-car listings to retain their Deal Ratings. Listings without disclosed fee information receive a "No Rating" and are ranked lower in search results. The platform has also introduced badges and filters to help shoppers identify listings with clearer pricing. The legal action comes shortly after CarGurus expanded its dealer technology offering with VINMax, an AI-powered marketing tool that uses marketplace data to identify vehicles that could benefit from additional promotion. CarGurus said VINMax-boosted vehicles sold nine days faster than comparable listings, while generating 34% more daily leads. The case highlights growing regulatory scrutiny of online vehicle pricing and the transparency of digital car-shopping platforms.

CBT News
Oct 19th, 2026
CarGurus faces NYC lawsuit over used-car deal ratings and hidden fees.

CarGurus faces NYC lawsuit over used-car deal ratings and hidden fees. New York City alleges CarGurus misled shoppers with deal ratings and undisclosed fees as the marketplace expands its AI-powered dealer marketing tools. On the Dash: * New York City alleges CarGurus violated consumer protection law more than 2,000 times by labeling listings "Good Deal" or "Great Deal" despite mandatory fees and other pricing conditions. * CarGurus says it rejects the allegations and will defend itself, pointing to dealer fee-disclosure requirements, pricing badges and expanded enforcement tools. * The lawsuit highlights growing scrutiny of online vehicle pricing transparency, making accurate fee disclosures and advertised prices increasingly important for dealers using third-party marketplaces. The New York City Department of Consumer and Worker Protection (DCWP) sued CarGurus in New York State Supreme Court, alleging the company misled consumers by advertising vehicles as "Good Deals" or "Great Deals" while hiding mandatory fees, down payment requirements and trade-in conditions. DCWP announced the case Oct. 15 and said CarGurus violated the New York City Consumer Protection Law more than 2,000 times during the agency's investigation. The complaint seeks to stop the alleged practices and impose civil penalties permanently. To illustrate the problem, DCWP cites a June online listing for a 2018 Honda CR-V that Elite Mitsubishi offered. CarGurus labeled the vehicle a "Great Deal" and listed it $2,212 below market value. According to the agency, however, mandatory fees disclosed lower on the listing put the actual price $1,473 above market value. According to a CarEdge report the complaint cites, mandatory fees raised listed prices by about $1,100 on average across more than 40,000 online quotes. CarGurus disputes the allegations. DCWP also criticized CarGurus' AI chatbot, alleging it reinforced misleading deal assessments by generating lists of supposed "deals" without the dealers' disclaimers. However, CarGurus disputes the claims, with CEO Jason Trevisan saying the company is deeply disappointed and surprised by the lawsuit. He cited its record of price transparency and its collaboration with regulators, and noted CarGurus' Deal Ratings compare listing prices with similar vehicles in the region across a full spectrum of ratings, including overpriced. Additionally, Trevisan pointed to price-change histories, days-on-market data, verified dealer reviews, and vehicle history reports as tools for consumer transparency. He added that CarGurus rejects the allegations and will vigorously defend itself. According to the complaint, CarGurus began adding "Price includes fees" and "No additional dealer fees" badges and filters to listings around April 30, and it labels listings without fee information "Fees not disclosed." Then, in response to Federal Trade Commission (FTC) advertising and pricing demands, CarGurus announced a dealer policy change on June 24 that took effect July 14. Used vehicle listings without disclosed fees now receive a "No Rating" price analysis and rank lower in search results. CarGurus reported July 29 that more than 90% of used inventory from subscribing dealers included disclosed fees. Nevertheless, DCWP argues those steps fall short. The agency alleges CarGurus failed to enforce its own guidelines, which confused consumers, and that listings kept "Great Deal" labels and fee badges even after July 14 despite hidden fees. Lawsuit comes amid broader scrutiny. According to the agency, DCWP has investigated more than 106 used-car dealerships over the past five years and secured $1.79 million in consumer restitution. DCWP Commissioner Samuel Levine said the lawsuit aims to stop alleged bait-and-switch pricing and hidden fees. The case adds to regulatory pressure on online vehicle marketplaces and dealerships to ensure advertised prices accurately reflect mandatory charges. The announcement came about two weeks after CarGurus introduced VINMax. This automated marketing tool uses real-time marketplace supply-and-demand data to identify vehicles that could benefit from more exposure. CarGurus says VINMax-boosted listings sold nine days faster than comparable listings that weren't boosted, improving time to sale by 23% and generating 34% more daily leads. The company says the tools help dealers manage aging inventory, generate leads and protect profit margins.

Yahoo Finance
Sep 9th, 2026
CarGurus COO sells $365K in shares, retains $17M stake as analysts target 28% upside

Samuel Zales, COO and President of CarGurus, sold 10,000 shares of the company for $365,000 on 28 August 2026, according to an SEC Form 4 filing. The sale was executed at $36.50 per share under a Rule 10b5-1 trading plan, which allows corporate insiders to schedule share sales at predetermined times. Following the transaction, Zales retains 465,349 shares in the digital automotive marketplace company, representing a market value of $17 million. CarGurus has a market capitalisation of $2.9 billion and trailing twelve-month revenue of $967.2 million. Of the 15 analysts covering the stock, the median one-year price target is $42, representing a potential 28.1% gain from the current trading price of $32.77.

GlobeNewswire
Sep 3rd, 2026
CarGurus appoints Matthew Mandel as Chief Financial Officer.

CarGurus appoints Matthew Mandel as Chief Financial Officer. September 03, 2026 08:50 ET | Source: CarGurus, Inc. Finance and operations leader brings deep marketplace and software experience, scaling consumer and B2B brands BOSTON, Sept. 03, 2026 (GLOBE NEWSWIRE) - CarGurus (Nasdaq: CARG), the No. 1 most visited automotive shopping site in the U.S.[1], today announced it has appointed Matthew Mandel as Chief Financial Officer (CFO), effective Oct. 19, 2026. Reporting to CarGurus Chief Executive Officer (CEO) Jason Trevisan, Mandel will lead financial strategy and operations; corporate development; and leadership operations as the company focuses on accelerating product innovation to deepen its role as a trusted partner for dealers and expert guide for shoppers. He succeeds Trevisan, who has served as interim principal financial and principal accounting officer since March 2025. "Matt has a unique combination of strategic, operational, financial, and people leadership strengths that are well matched to our priorities as we grow our leading marketplace into a multi-product platform," said Trevisan, CarGurus CEO. "His impact at both large-scale and hypergrowth organizations translates directly to our focus on expanding dealer software and data intelligence offerings and developing a trusted, AI-led consumer shopping experience. Matt's role sits at the center of that strategy and our disciplined approach to capital, earnings power, and stockholder value." Mandel brings deep experience scaling teams with a focus on driving enterprise value through customer-centric products and technology. He joins CarGurus from Fleetio, a leading fleet maintenance and optimization software platform, where he was CFO and Chief Operating Officer (COO) since November 2023. Before Fleetio, he was COO and then Co-CEO at Cometeer, a beverage technology company, where his responsibilities included overseeing finance, strategy, and operations. Before Cometeer, Mandel held senior roles at Wayfair, including as head of the company's North American Transportation and Home Delivery business, and prior to that was an investment professional at Advent International and Bain Capital. "CarGurus' market leadership and strong business model, exciting product roadmap, and talented team drew me to this role," said Mandel. "It's especially compelling to support the company's evolution as it invests in platform growth across the dealer workflow and consumer journey." Mandel has an M.B.A. from Harvard Business School and a Bachelor of Arts from Duke University. About CarGurus, Inc. CarGurus (Nasdaq: CARG) is the leading multinational automotive platform helping consumers and dealers confidently buy and sell vehicles. Founded in 2006 with a mission to bring more trust and transparency to car shopping, CarGurus is the No. 1 visited automotive shopping site in the U.S.[1] with the largest selection of inventory and network of dealers.[2] CarGurus' unmatched selection, trusted automotive insights, and data-driven products and solutions support each shopper's journey - from online research and shopping to in-dealership decisions - to empower them at every step. And, by translating data from billions of monthly site interactions, CarGurus provides dealers a personalized, predictive intelligence platform with software solutions that helps them run their businesses more efficiently and profitably at all stages of inventory acquisition and pricing, marketing, and conversion to sale. CarGurus operates online marketplaces in the U.S., U.K., and Canada. The company's network of brands includes PistonHeads, the largest online motoring community in the U.K.[3], and Autolist, a U.S.- based online marketplace. [1] Similarweb: Traffic and Engagement Report (Cars.com, Autotrader.com, TrueCar.com, CARFAX.com Listings (defined as CARFAX.com Total Visits minus Vehicle History Reports)), Q2 2026, U.S. [2] Compared to Autotrader.com, Cars.com, TrueCar.com, and CARFAX (Joreca as of June 30, 2026) [3] Similarweb: Traffic Insights, Q2 2026, U.K. CarGurus(R) and Autolist(R) are each a registered trademark of CarGurus, Inc., and PistonHeads(R) is a registered trademark of CarGurus Ireland Limited in the U.K. and the European Union. All other product names, trademarks, and registered trademarks are property of their respective owners. Media Contact: Maggie Meluzio Director, Public Relations & External Communications [email protected] Investor Contact: Kirndeep Singh Vice President, Head of Investor Relations [email protected]