C

CarGurus

Online automotive marketplace with price comparisons

Senior Machine Learning Operations Engineer

Full-Time
$144k - $181k/yr+ Discretionary bonuses/incentives + Restricted Stock Units (RSUs)
Mid, Senior
Boston, MA, USA
Hybrid
AI & Machine LearningApplied Machine Learning

About the job

Requirements
  • At least 4 years of experience writing and debugging Python code.
  • Familiarity with software engineering tools and standard methodologies, including git, unit testing, object-oriented design, and containerization.
  • A working understanding of the machine learning lifecycle, including model training, evaluation, deployment, and monitoring.
  • Familiarity with the Python machine learning ecosystem, such as scikit-learn, XGBoost, PyTorch, numpy, and pandas.
  • Experience deploying, monitoring, and troubleshooting artificial intelligence and machine learning models in a public cloud; the team uses AWS.
  • Exposure to production artificial intelligence and machine learning systems, including regression and classification on tabular data, image models, language models, and agentic systems.
  • Knowledge of SQL and familiarity with cloud data warehouses; the team uses Snowflake.
  • Ability to reason about how components interact end-to-end across the machine learning lifecycle and platform, as well as optimize individual components.
Responsibilities
  • Write production-quality training jobs and inference APIs for Python machine learning models and deploy them to robust, scalable services.
  • Contribute enhancements to the machine learning platform using technologies such as AWS SageMaker, GitHub Actions, and Docker.
  • Participate in systems design conversations with data scientists and engineering partners, using engineering expertise and experience to help design scalable, robust systems.
  • Develop in-house tools and libraries to standardize and accelerate the artificial intelligence and machine learning development process.
  • Build and integrate multimodal artificial intelligence capabilities into production machine learning systems.
  • Design and build agentic artificial intelligence systems and harness engineering to enable autonomous, reliable software development workflows.
  • Own and maintain aspects of the Data Science team's engineering infrastructure.
  • Promote and foster an inclusive, transparent, and collaborative culture.

About the company

C

CarGurus

View
cbWebsite

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

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
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]

PR Newswire
Sep 1st, 2026
Chicco and CarGurus introduce The Family Fit Factor to keep families safe on the road.

Chicco and CarGurus introduce The Family Fit Factor to keep families safe on the road. Sep 01, 2026, 10:05 ET Baby Safety Month collaboration offers families free resources and expert guidance on child passenger safety, from vehicle choice to car seat fit. LANCASTER, Pa., Sept. 1, 2026 /PRNewswire/ - As families grow, new milestones bring important decisions, from choosing a child's first car seat to purchasing a new family vehicle. Yet many parents may not realize how closely those decisions are connected when it comes to keeping children safe on the road. According to Chicco, a leader in child passenger safety, and CarGurus, the No. 1 most visited automotive shopping site in the U.S.[1], the right vehicle should support proper car seat installation, provide enough space for a growing family and adapt as a child's safety needs change over time. This September, during Baby Safety Month, Chicco and CarGurus are introducing The Family Fit Factor, an educational initiative designed to help parents navigate how vehicle choice and effective car seat use work together to support child passenger safety at every stage. Parents can access free step-by-step car seat installation video guides, expert advice from a Chicco Child Passenger Safety Technician and CarGurus' Automotive Experts, as well as a special child passenger safety episode of CarGurus' The Driveway podcast (airing September 2). Research from both brands highlights the choices and challenges growing families face. CarGurus consumer insights find that families with children are nearly twice as likely to cite a lifestyle change - like having kids - as a reason for buying their most recent car compared to households without children. Chicco findings add another layer to that picture, with 52% of parents managing multiple car seats in one vehicle[2]. "Parents want to feel confident they're doing everything they can to keep their children safe in the backseat," said William Hasse, Vice President of Marketing for Chicco USA. "With nearly half of car seats installed incorrectly[3], the details matter. Our partnership with CarGurus helps parents go a step further to better understand how using a car seat correctly and vehicle choice work hand-in-hand." As part of The Family Fit Factor, Chicco Child Passenger Safety Technician, Josh Dilts and CarGurus Automotive Expert, David Undercoffler, encourage families to consider the following tips as they start the car-buying journey: * Consider How a Vehicle and Car Seat Work Together: When choosing both a vehicle and car seat, make sure to identify the features that matter to you and match your needs, like installation methods or whether a vehicle can fit multiple car seats across. That way, they can work in tandem to ultimately provide the safest ride. * Choose a Future-Forward Vehicle: Consider how seating, space and layout will accommodate your needs today, as well as additional passengers, multiple car seats and future stages. * Check Car Seat Fit Regularly: As children grow, verify that both the child and their car seats continue to fit appropriately within your vehicle. * Don't Rush Safety Transitions: Children should progress through each stage of car seat use based on their size and readiness to help maximize protection on the road. "Choosing a car comes with big decisions, and our research shows that families with children are going into the shopping process with a unique set of considerations," said CarGurus' Undercoffler. "They're prioritizing safety, space, and how a vehicle will fit their family's needs as they grow. Through The Family Fit Factor, we're bringing CarGurus' decades of automotive expertise together with Chicco's child passenger safety knowledge to help families feel more confident choosing a vehicle that works for them today and down the road." For more resources and to follow along for safety content throughout Baby Safety Month, follow Chicco USA and CarGurus on Instagram or visit The Family Fit Factor guides on ChiccoUSA.com and on CarGurus.com. Find the latest car seat innovations, including the new Chicco Fit3x ClearTex Ultra-Slim All-in-One Car Seat at ChiccoUSA.com. For help finding the best car for your family, ask Guru, CarGurus' conversational guide that instantly recommends local listings personalized to your needs. *Methodology * CarGurus and NIQ Consumer Behavior and Insights survey of 3,030 U.S. new and used vehicle buyers and sellers, including 2,002 households with children, in May and June 2025. * Conducted in June 2025 on behalf of Chicco, Pollfish obtained a sample of 1,000 U.S. parents with children ages 0-10 living at home. * National Highway Traffic Safety Administration (NHTSA), "Consumer Alert: NHTSA Reminds Parents, Caregivers to Find the Right Seat for Their Child," September 22, 2025. About Chicco(R) Products and Artsana USA Artsana Group, maker of Chicco products, is a leading European company with global headquarters in Como, Italy and worldwide expertise in everything for baby. The Chicco brand was founded over 60 years ago and is now in 120 countries. Chicco has become a household name for parents across the United States thanks to products like our top-rated KeyFit(R) Infant Car Seat, which has been recognized as the very best for safety, performance and style. Visit www.ChiccoUSA.com for more. 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] Largest car shopping platform defined as most inventory and largest dealer network. Compared to Autotrader.com, Cars.com, TrueCar.com, and CARFAX (Joreca as of December 31, 2025). [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. SOURCE Chicco

Yahoo Finance
Aug 19th, 2026
CarGurus CMO sells 17,151 shares for $635K under pre-scheduled trading plan

Dafna Sarnoff, Chief Marketing Officer of CarGurus, sold 17,151 shares on 13 August 2026 for $634,587, according to an SEC filing. The transaction was executed at $37 per share under a pre-arranged Rule 10b5-1 trading plan. Sarnoff continues to hold 109,668 shares directly, maintaining an equity stake valued at $4.16 million as of the market close on 13 August 2026. CarGurus operates a digital automotive marketplace connecting buyers and sellers. The company generated $974 million in revenue over the trailing 12 months, with net income of $180 million. Its market capitalisation stands at $3.4 billion.

Yahoo Finance
Aug 6th, 2026
CarGurus Q2 revenue meets expectations at $251M, stock soars despite weak Q3 guidance

CarGurus reported second quarter revenue of $251 million, meeting analyst expectations with 13.1% year-on-year growth. The online auto marketplace's non-GAAP earnings per share of $0.66 exceeded consensus estimates by 7.6%. The company's third quarter revenue guidance of $256 million came in slightly below analyst estimates at $257.7 million. However, its adjusted EPS guidance of $0.66 surpassed expectations of $0.63. CarGurus's paying dealer base grew to 34,629, up 1,534 year-on-year. Free cash flow margin improved to 34.9% from 25.9% in the previous quarter, though operating margin declined to 25.1% from 27.3% a year earlier. Chief executive Jason Trevisan highlighted strong results with continued momentum in international business. Analysts expect revenue to grow 9.5% over the next 12 months.