Engineering Manager, Generative AI

Who we are
At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we're the largest and fastest-growing automotive marketplace, and we've been profitable for over 15 years.
What we do
The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus-our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride!
Role overview
The Generative AI team at CarGurus is at the forefront of innovation, driving the creation of new AI-powered products and enabling other teams through collaboration and technical guidance. As Engineering Manager, you will lead a talented group of engineers focused on building, deploying, and scaling generative AI solutions that directly impact our business and customers. This is a highly visible leadership role that requires an entrepreneurial spirit, passion for experimentation, a deep understanding of AI technologies, and a commitment to fostering a culture of innovation and growth.
What you'll do

• Spark innovation by leading the incubation of new AI-powered products, from ideation through production deployment.
• Partner with product managers and cross-functional teams to define a roadmap to deliver impactful solutions that drive business growth by solving user problems.
• Collaborate closely with cross-functional partners-including Product, Design, Data Science, and other product engineering teams-to identify user problems and deliver impactful solutions.
• Guide the team in rapidly prototyping, evaluating, and iterating on generative AI solutions, including LLM-based applications, agentic systems, and Retrieval-Augmented Generation (RAG) architectures.
• Support team members' career growth through individualized coaching, feedback, and development opportunities. Foster a high-performing team to retain and recruit top engineering talent.
• Champion the adoption of GenAI tools and methodologies across the organization, advocating for AI-driven solutions in both engineering practices and product development.

What you'll bring

• An entrepreneurial spirit, comfort with ambiguity, and the ability to rapidly turn ideas and problem statements into concrete, measurable solutions.
• Proven experience (3+ years) managing and growing high-performing engineering teams.
• Excellent problem-solving skills and a growth mindset, with a passion for continuous learning and experimentation.
• Experience designing, developing, and deploying scalable AI applications in production environments, in a fast-paced, iterative environment.
• Deep understanding of large language models (LLMs), prompt engineering, and RAG systems.
• Strong leadership, communication, and collaboration skills, with the ability to motivate teams, solve complex problems, make data-driven decisions, and thrive in cross-functional settings.
• Ability to translate complex technical insights into clear and actionable direction for both technical and non-technical stakeholders.

The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.
Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training.
This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs).
Position Pay Range
$186,000 - $233,000 USD
Working at CarGurus
We reward our Gurus' curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives.
We welcome all
CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential-starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That's why we hope you'll apply even if you don't check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid