Principal Strategy Analyst

CarGurusBoston, Massachusetts, United States

On-site Full-time

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Experience Level

Experience

Qualifications

To excel in this role, candidates should possess a strong analytical mindset, exceptional problem-solving skills, and the ability to communicate complex concepts clearly. A proven track record in strategy development, experience using data analytics tools, and a collaborative approach to working in teams are essential. Candidates should have a Bachelor's degree in a relevant field, with advanced degrees preferred.

About the job

Join CarGurus as a Principal Strategy Analyst and play a pivotal role in shaping the future of our organization. In this strategic position, you will leverage data-driven insights to guide our business decisions, enhance operational efficiency, and identify new growth opportunities. Collaborate with cross-functional teams to drive strategic initiatives and support the execution of our long-term objectives.

About CarGurus

CarGurus is a leading online automotive marketplace that connects buyers and sellers of vehicles. Our mission is to make car buying and selling more transparent and efficient. With a focus on innovation and customer satisfaction, we strive to enhance the automotive experience for everyone.

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Senior Product Data Analyst at CarGurus | Boston, MA

CarGurus

Full-time|$120K/yr - $151K/yr|On-site|Boston, Massachusetts, United States

Who We AreAt CarGurus (NASDAQ: CARG), we empower people to make informed decisions during their automotive journey. What began as a small group of developers has transformed into the leading online automotive marketplace, driven by our commitment to innovation and transparency. With over 15 years of profitability and rapid growth, we proudly serve millions o…

Apr 7, 2026

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Product Manager - Decision at CarGurus | Boston, MA

CarGurus

Full-time|$123K/yr - $154K/yr|On-site|Boston, Massachusetts, United States

Who We AreCarGurus (NASDAQ: CARG) is dedicated to empowering individuals on their journey to find the perfect vehicle. Founded by a small group of innovative developers, we have transformed the car shopping experience through transparency and trust. As the largest and fastest-growing automotive marketplace, we've achieved profitability for over 15 years, showcasing our commitment to delivering value to our users.What We DoAs the automotive landscape evolves, so do we. Our goal is to digitize the entire car buying journey, guiding customers from selling their old vehicle to financing, purchasing, and delivering a new one. With tens of millions of visitors each month and around 30,000 dealerships utilizing our platform, we pride ourselves on our people-first culture that encourages collaboration, kindness, and innovation. Join us in revolutionizing a trillion-dollar industry!Role OverviewWe are seeking a Product Manager - Decision to be part of our Consumer Product team. The Decision team focuses on enhancing the CarGurus marketplace experience by assisting shoppers in making informed vehicle choices and confidently connecting with dealers.In this role, you will optimize the complete shopper journey from the initial listing or marketing entry point to lead submission, collaborating closely with various stakeholders including Marketing, Brand, Design, Engineering, Analytics, and Attribution. Your contributions will be pivotal in evolving existing user experiences and developing new features aimed at increasing conversion rates and enhancing decision-making confidence, while also driving future growth through innovative solutions like GenAI-powered decision support.This position is perfect for a product manager with a growth mindset who excels at the intersection of product development, marketing, and experimental methodologies, and who enjoys managing high-visibility, high-impact projects with defined success metrics.

Feb 20, 2026

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Benefits Analyst at CarGurus | Boston

CarGurus

Full-time|On-site|Boston, Massachusetts, United States

Join our team at CarGurus as a Benefits Analyst, where you will play a crucial role in managing and optimizing our employee benefits programs. You will collaborate with various departments to ensure our benefits offerings are competitive and meet the diverse needs of our workforce. This role is essential in enhancing employee satisfaction and retention through effective benefits management.

Mar 18, 2026

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Director of Growth at CarGurus | Boston, MA

CarGurus, Inc.

Full-time|$165K/yr - $207K/yr|On-site|Boston, Massachusetts, United States

Who we areAt CarGurus (NASDAQ: CARG), our mission is to empower individuals to reach their destination. We were founded by a small group of developers committed to instilling trust and transparency in the car shopping experience. Over the years, our innovative approaches and rapid go-to-market strategies have propelled us to become the largest and fastest-growing automotive marketplace, maintaining profitability for over 15 years.What we doThe automotive landscape is changing, and so are we. We are transforming the car buying journey into a fully online experience, guiding customers through every step—from selling their old vehicles to financing, purchasing, and delivering new ones. Each month, tens of millions of consumers visit CarGurus.com, and approximately 30,000 dealerships utilize our solutions. Our employees thrive in a people-first culture that promotes kindness, collaboration, and innovation, equipping our Gurus with the resources needed for career advancement. Join us as we disrupt a trillion-dollar industry with fresh and diverse perspectives!Role OverviewAs the Director of Inventory Growth at CarGurus, the #1 online car shopping platform in the United States, you will oversee the strategy and operations for our Inventory vertical. You will play a pivotal role in guiding strategic decisions and collaborating cross-functionally to execute critical business initiatives. This position offers the unique opportunity to work alongside leadership teams across Sales, Marketing, Business Development, Finance, Product, and Engineering. The ideal candidate will possess strong analytical skills and the ability to implement change effectively.What you'll doLead the team responsible for driving growth in the Inventory vertical, focusing on pricing and packaging, sales enablement, strategic sales planning, and sales analytics.

Feb 9, 2026

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Senior Manager, Compensation at CarGurus | Boston, Massachusetts

CarGurus, Inc.

Full-time|$151K/yr - $190K/yr|On-site|Boston, Massachusetts, United States

Who We AreCarGurus (NASDAQ: CARG) is on a mission to empower individuals in their automotive journeys. From our humble beginnings as a small team of developers, we have transformed the car shopping experience by prioritizing trust and transparency. Today, as the largest and fastest-growing automotive marketplace, we have maintained profitability for over 15 years, driven by our commitment to innovation and exceptional market strategies.What We DoAs the automotive landscape evolves, so do we. We are committed to moving the entire car buying process online, assisting our customers at every stage—from selling their old car to securing financing and purchasing a new one. With tens of millions of consumers visiting CarGurus.com each month and approximately 30,000 dealerships leveraging our platform, our success is also rooted in our vibrant company culture. We foster kindness, collaboration, and innovation, empowering our team members with the resources necessary for career advancement. Join us as we disrupt a trillion-dollar industry with diverse perspectives!Role OverviewWe are searching for a Senior Manager of Compensation to enhance and scale our compensation initiatives. This pivotal leader will shape and operationalize our compensation strategy, ensuring our philosophy, programs, and practices are competitive, equitable, compliant, and aligned with our organizational goals.The ideal candidate will possess a blend of deep technical expertise and strategic influence, guiding the business through intricate compensation decisions while managing a team of compensation professionals responsible for base pay, short-term incentives, and equity/long-term incentive programs.What You'll DoCompensation Strategy & Program LeadershipLead the design, strategy, planning, governance, and communication of comprehensive compensation programs, including base pay, annual incentives, equity, and long-term incentive plans.Refine and advance our compensation philosophy to align with business priorities and market trends.

Feb 13, 2026

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Senior Sales Commissions and Systems Data Analyst

CarGurus, Inc.

Full-time|On-site|Boston, Massachusetts, United States

Are you a data-driven individual with a passion for optimizing sales performance? Join CarGurus as a Senior Sales Commissions and Systems Data Analyst. In this pivotal role, you will leverage your analytical skills to support our sales organization by ensuring accurate commission calculations and analyzing sales data to drive actionable insights.

Mar 31, 2026

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Senior UX Designer for Design System at CarGurus | Boston

CarGurus

Full-time|$135K/yr - $169K/yr|On-site|Boston, Massachusetts, United States

CarGurus, a public company (NASDAQ: CARG), operates the largest automotive marketplace in the US. The company was founded by developers who set out to make car shopping more transparent and trustworthy. For over 15 years, CarGurus has remained profitable and continues to grow by focusing on innovation. Every month, CarGurus.com attracts tens of millions of visitors, and approximately 30,000 dealerships use its products. The company values collaboration, kindness, and creative thinking, aiming to transform the way people buy and sell cars by moving more of the process online. Role overview The Senior UX Designer for Design System will lead the evolution of CarGurus’ design system. This system is essential for building consistent, efficient products across all platforms. The work ensures that both designers and engineers have a reliable set of standards to follow, supporting productivity and consistent quality. What you will do Define, maintain, and improve design system components, patterns, and interaction standards used throughout CarGurus products. Collaborate closely with Engineering on implementation, architecture decisions, and handoff processes. Identify and address gaps in system usage to minimize the need for workarounds. Reduce duplicated design and development efforts by standardizing frequent solutions. Support design and engineering teams with documentation, reviews, and hands-on collaboration to encourage adoption. Guide the contribution process, managing proposals, reviews, and approvals for system updates. Oversee the design system backlog and prioritize incoming requests. Location This position is based in Boston, Massachusetts, United States.

Apr 22, 2026

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Account Executive at CarGurus | Boston, Massachusetts

CarGurus

Full-time|$100K/yr - $125K/yr|On-site|Boston, Massachusetts, United States

Join Our TeamAt CarGurus (NASDAQ: CARG), we empower individuals to navigate their automotive journey with confidence. Originating from a dedicated group of developers, we aimed to revolutionize car shopping by promoting trust and transparency. Over the years, our innovative spirit and strategic market approaches have positioned us as the largest and fastest-growing automotive marketplace, maintaining profitability for over 15 years.Our MissionThe automotive landscape is changing, and so are we. We are transitioning the entire car buying experience online, assisting customers from selling their old vehicles to financing, purchasing, and delivering new ones. CarGurus.com attracts tens of millions of visitors monthly, and approximately 30,000 dealerships utilize our offerings. Our people-first culture cultivates kindness, collaboration, and creativity, empowering our team members with opportunities for professional growth. Join us in disrupting a trillion-dollar industry with your unique perspective!Position OverviewAs an Account Executive, you will play a key role in expanding CarGurus’ clientele across the U.S. market by establishing robust relationships within your assigned dealer accounts. You will collaborate with Business Development, Product Specialists, and Account Managers to ensure high levels of product satisfaction and customer loyalty. Your responsibilities will include:Building, maintaining, and expanding relationships within your designated accounts through proactive outreach, sales calls, and rapport-building.Identifying and finalizing cross-sell and up-sell opportunities utilizing the CarGurus product suite.Enhancing your portfolio through new client acquisitions in collaboration with the Business Development team.Maximizing revenue per client by renegotiating subscription pricing.Partnering with an Account Manager to ensure exceptional customer retention within your accounts.Working with a Product Specialist to introduce and sell CarGurus' latest product offerings.Providing accurate forecasts of monthly sales and retention achievements to management.Contributing valuable insights to the broader CarGurus organization through effective analytical thinking, presentations, and problem-solving skills.

Apr 7, 2026

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Senior Product Manager, International

CarGurus, Inc.

Full-time|On-site|Boston, Massachusetts, United States

CarGurus is seeking a dynamic and strategic Senior Product Manager, International to join our innovative team in Boston, Massachusetts. In this pivotal role, you will lead the development and execution of our international product vision, driving impactful solutions that enhance user experiences and expand our global presence.Your expertise in product management will be crucial as you collaborate with cross-functional teams, conduct market research, and analyze user data to inform product strategies. We are looking for a candidate who is passionate about technology and committed to delivering exceptional products that delight our customers.

Mar 5, 2026

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Senior Manager of Product Marketing

CarGurus, Inc.

Full-time|On-site|Boston, Massachusetts, United States

Join CarGurus, a leading online automotive marketplace, as a Senior Manager of Product Marketing. In this pivotal role, you will spearhead innovative marketing strategies that enhance our product offerings and drive customer engagement. Your expertise in market analysis, product positioning, and cross-functional collaboration will be crucial as you work with various teams to develop campaigns that resonate with our audience.

Feb 24, 2026

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Senior Manager of Data Analytics Engineering

CarGurus

Full-time|$187K/yr - $234K/yr|On-site|Boston, Massachusetts, United States

Who We AreAt CarGurus (NASDAQ: CARG), we empower individuals to navigate their automotive journey with confidence. What began as a small group of dedicated developers focused on enhancing trust and transparency in car shopping has transformed into the largest and fastest-growing automotive marketplace, achieving profitability for over 15 years.What We DoThe automotive landscape is rapidly changing, and so are we. We are committed to moving the entire car buying experience online, assisting our customers through every phase, from selling an old vehicle to financing, purchasing, and delivering a new one. Our platform attracts tens of millions of visitors each month, and approximately 30,000 dealerships utilize our innovative solutions. Our employees thrive in a culture that prioritizes kindness, collaboration, and innovation—equipping our Gurus with the resources they need for career advancement. Join us in disrupting a trillion-dollar industry!Role OverviewCar shopping can be a daunting task. At CarGurus, we leverage data and technology to simplify this process, providing individuals with the tools necessary to find, buy, finance, or sell a car with ease. Our impact is substantial as we are the most-visited car shopping site in the U.S. and are rapidly expanding our reach internationally. Ready to embark on this journey with us?The Data Engineering team is seeking a Senior Manager of Analytics Engineering to facilitate data-driven decision-making across the organization. You will oversee the development of scalable and high-performance data models that support reporting solutions for various stakeholders, including Product Management, Marketing, and Finance. We are in search of a collaborative leader who can actively influence our corporate analytics strategy as we grow and evolve.

Feb 13, 2026

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Senior Product Manager - Vehicle Acquisition

CarGurus, Inc.

Full-time|On-site|Boston, Massachusetts, United States

Join CarGurus, a leading online automotive marketplace, as a Senior Product Manager specializing in Vehicle Acquisition. In this pivotal role, you will lead the strategy and execution of product initiatives that enhance our vehicle acquisition platform. Collaborate with cross-functional teams to drive product improvements and deliver exceptional value to our customers.

Mar 23, 2026

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Sales Commissions Systems and Data Analyst

CarGurus, Inc.

Full-time|$75K/yr - $94K/yr|On-site|Boston, Massachusetts, United States

Who We AreAt CarGurus (NASDAQ: CARG), our mission is to empower individuals to reach their destination with confidence. Originating as a small team of innovative developers, we aimed to infuse trust and transparency into the car shopping experience. Over the years, our commitment to innovation and market acceleration has fueled our growth, making us the largest and fastest-growing automotive marketplace, with over 15 years of profitability.What We DoThe automotive market is evolving rapidly, and we are at the forefront of this change, transforming every aspect of the automotive journey to an online format. From selling an old car to financing, purchasing, and delivering a new one, we guide our customers through every step. Each month, millions of consumers visit CarGurus.com, and approximately 30,000 dealerships utilize our products. Our people-first culture emphasizes kindness, collaboration, and innovation, empowering our team members with the tools they need for career advancement. Join us as we disrupt a trillion-dollar industry with fresh, diverse perspectives!Role OverviewThe Sales Commissions team is seeking a proactive Analyst to enhance the CarGurus commission function. In the role of Commissions Systems and Data Analyst, you will collaborate closely with the commission team to provide insights through data analysis, reporting, and system maintenance.Reporting to the Director of Sales Incentives, this position will work in partnership with the Go-To-Market (GTM) team and various cross-functional collaborators to ensure that commission processes are accurate and align with business objectives.The ideal candidate will possess a strong analytical mindset, meticulous attention to detail, and a genuine interest in working with data systems. This position offers the chance to develop both technical and operational expertise while making significant contributions to essential commission processes.

Apr 9, 2026

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Senior Product Manager - Dealer Engagement Platform

CarGurus

Full-time|$140K/yr - $175K/yr|On-site|Boston, Massachusetts, United States

Who We AreAt CarGurus (NASDAQ: CARG), our mission is to empower individuals on their journey to find the perfect vehicle. Beginning as a dedicated team of developers, we have transformed the automotive marketplace by prioritizing trust and transparency in car shopping. Our relentless innovation and strategic growth initiatives have positioned us as the leading and fastest-growing automotive marketplace, boasting over 15 years of profitability.What We DoAs the market evolves, so do we. We are committed to digitizing the entire automotive journey, assisting customers from selling their old vehicles to financing, purchasing, and delivering new ones. With tens of millions of visitors each month on CarGurus.com and approximately 30,000 dealerships relying on our services, our impact is substantial. Our people-first culture nurtures collaboration, kindness, and innovation, providing our Gurus with the resources they need to advance their careers. Join us in redefining a trillion-dollar industry!Role OverviewCarGurus is seeking a Senior Product Manager for the Dealer Engagement Platform (DEP) to spearhead the evolution of our dealer-facing platform into a fast, modern, and meticulously crafted experience. The DEP serves as the core interface for dealers within our ecosystem, driving engagement, insights, and growth across our comprehensive toolkit.In this role, you will define the user-facing architecture and experience that harmonizes dealer workflows across CarGurus. You will create a vision for a platform that is not only scalable and flexible but also enjoyable, high-performing, and easy to adapt—facilitating rapid product development and a cohesive dealer experience.As the product owner for the DEP, you will closely collaborate with Engineering, UX, Product Analytics, and cross-functional teams to outline a platform that delivers consistency, adaptability, and efficiency in every dealer interaction.

Feb 9, 2026

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IT Service Desk Analyst

CarGurus, Inc.

Full-time|$62K/yr - $78K/yr|Hybrid|Boston, Massachusetts, United States

CarGurus, Inc. is seeking an IT Service Desk Analyst for a hybrid position based in Boston. This role supports colleagues across the organization, from engineers and sales staff to C-level executives, and involves working with both domestic and international teams. Role overview The IT Service Desk Analyst helps maintain and improve technology services throughout the company. The position involves responding to a variety of IT requests, troubleshooting issues, and collaborating with team members to deliver effective solutions. The analyst will encounter a broad range of technical challenges and will play a part in shaping IT processes for a growing company. What you will do Support employees with day-to-day IT needs, addressing technical questions and resolving incidents Work closely with teams across different locations, including international offices Assist a diverse group of users, including executives and technical staff Contribute ideas for improving IT operations and processes What helps in this role Ability to collaborate with a variety of teams and personalities Strong analytical and creative problem-solving skills Interest in technology and a proactive mindset Comfort adapting to new challenges and a collaborative environment

Apr 23, 2026

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Principal Strategy Analyst

CarGurus

Full-time|On-site|Boston, Massachusetts, United States

Mar 16, 2026

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Business Analyst II - Product at WHOOP | Boston, MA

WHOOP, Inc.

Full-time|On-site|Boston, MA

WHOOP helps members understand their bodies and routines to improve performance. The team’s mission centers on unlocking human potential through actionable insights. Role Overview The Business Analyst II - Product works with the Product team, focusing on how Machine Learning, Research, and Sensor Intelligence initiatives shape the WHOOP product. This role sits at the intersection of algorithms and product strategy. Expect to build a deep understanding of WHOOP’s core algorithms, including heart rate, sleep tracking, and activity monitoring, and tie that knowledge to product direction, feature adoption, and member engagement. What You Will Do Collaborate with Product, Machine Learning, Research, and Sensor Intelligence teams to connect technical advances with product experience. Analyze how algorithmic outputs impact feature usage and member engagement. Translate complex data into insights that inform product strategy and evolution. Advocate for ideas that improve the member experience based on analytical findings. Who You Are Comfortable working with data and analytics. Interested in the connection between algorithms and real-world product impact. Curious and proactive in asking questions about how technical features affect users. Motivated to solve analytical challenges that drive product improvements. Location Boston, MA

Apr 17, 2026

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Associate Business Systems Analyst

CarGurus

Full-time|On-site|Boston, Massachusetts, United States

Role overview CarGurus seeks an Associate Business Systems Analyst in Boston, Massachusetts. The position centers on analyzing business processes and systems to help drive efficiency and improvements throughout the organization. What you will do Collaborate with teams across departments to collect and clarify business requirements Create system specifications that reflect those requirements Assist with rolling out technology solutions aimed at improving business operations Contribute to identifying areas where processes and systems can be enhanced Requirements Motivation and attention to detail Comfort working with cross-functional teams Interest in business analysis and technology-driven solutions

Apr 24, 2026

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Data Science Manager

CarGurus

Full-time|$185K/yr - $231K/yr|On-site|Boston, Massachusetts, United States

About UsAt CarGurus (NASDAQ: CARG), we are dedicated to empowering individuals on their journeys. Our story began with a small group of innovators committed to enhancing trust and transparency in car shopping. Over the years, we have evolved into the largest and fastest-growing automotive marketplace, enjoying over 15 years of profitability and continuous innovation.Our MissionThe automotive landscape is changing, and so are we. We're transforming the car buying experience by moving it online, assisting our customers throughout their entire journey—from selling their old vehicles to financing, purchasing, and delivering new ones. Each month, millions of consumers engage with CarGurus.com, supported by around 30,000 dealerships. Our employees thrive in a people-first culture that promotes kindness, collaboration, and innovation. We believe that disrupting a trillion-dollar industry requires diverse perspectives. Join us on this exciting journey!Position OverviewThe Data Science Manager will helm our Inventory & Dealer Data Science team, focusing on the development, deployment, and optimization of machine learning models that drive CarGurus’ products and insights. This team is crucial in modeling marketplace dynamics and dealer behaviors and is accountable for the complete ML lifecycle, from research and development to production. As a leader, you will set the strategic direction for the team, ensuring impactful outcomes while nurturing a culture of innovation and technical excellence. Collaboration with Product, Engineering, Analytics, and other stakeholders will be key in aligning the team’s efforts with CarGurus’ goals for intelligence-driven products.Key ResponsibilitiesLead the design, training, and evaluation of machine learning models aimed at Inventory and Dealer intelligence, utilizing techniques such as recommendations, demand forecasting, churn risk prediction, and valuation algorithms.Oversee experimentation, A/B testing, and the assessment of production models to evaluate their business impact effectively.Build a high-performing team through regular coaching, feedback, and performance evaluations; ensure equitable opportunities for growth and development.Promote innovation, continuous improvement, and the adoption of best-in-class ML and AI practices across the organization.

Apr 8, 2026

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Principal Data Scientist

CarGurus, Inc.

Full-time|On-site|Boston, Massachusetts, United States

CarGurus, a leading online automotive marketplace, is seeking a Principal Data Scientist to join our innovative team in Boston, Massachusetts. As a Principal Data Scientist, you will leverage your expertise in data analysis, machine learning, and statistical modeling to drive insights that enhance our product offerings and improve user experiences. You will play a crucial role in shaping our data strategy and leading complex projects that impact the entire organization.

Mar 24, 2026

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