Director of Engineering, Dealer Products
Location: Boston, Massachusetts, United States
Department: Engineering & Technology
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
We're looking for a forward-thinking, experienced Director of Engineering to lead our team focused on building software solutions that accelerate our B2B dealer customers. This leader will have the opportunity to collaborate with a high-impact set of partners and stakeholders from across the business to develop and execute on our growing dealer-focused, data-rich product strategy. The ideal candidate is a leader who can balance the needs of our business today with the innovation required to stay ahead tomorrow, including the rapid evolution of and opportunities presented by AI. You'll play a critical role in enabling our business, fostering a high-performing team, and ensuring our dealers see us as a strategic partner, helping them to operate and grow the most successful business with a set of tools focused on solving their most important problems.
What you'll do
- Build a High-Performance Culture: Manage, mentor, and grow a multi-team engineering organization, fostering an environment of technical excellence, psychological safety, innovation, and rapid iteration.
- Strategic Collaboration: You’ll act as the primary technical partner to Product, Sales, Data, and multiple other functions. You’ll translate complex business goals into a robust technical roadmap.
- Leverage Technical Expertise: Drawing on your "been-there-done-that" experience, you'll provide guidance and architectural oversight to the team, acting as a catalyst for rich conversations and strong technical decisions. You'll be a trusted resource, helping to solve complex problems and ensuring our systems are robust, scalable, and secure.
- Develop Strategic Vision: You'll play a critical role in developing and championing the long-term strategic roadmap for our Inventory pillar. This includes evaluating and incorporating emerging technologies, such as AI offerings, to enhance our capabilities. You'll partner with internal partners/stakeholders and external vendors to develop forward-looking solutions.
What you'll bring
- Impactful Experience: 10+ years of engineering experience, with at least 3+ years in a Director-level role or equivalent, managing multiple teams and managers.
- People Leadership: A passion for leading, mentoring, and developing engineering teams. You know how to hire top talent and create an environment where they can thrive.
- Innovative Mindset: You're curious about and comfortable with emerging technologies, particularly in the AI space, and can identify how they can be leveraged to create a competitive advantage.
- Passion for Collaboration: You are an amazing collaborator who can explain a technical bottleneck to a Sales VP and a business pivot to a Senior Engineer without losing the nuance of either. We collaborate to realize shared wins for the business and work without ego.
- Technical Acumen: You have deep, hands-on expertise in software systems. You should be able to dive into technical details and steer conversations when needed.
- Data DNA: You are data-driven and have led teams developing and/or integrating ML/AI insights to deliver customer value.
- Strategic Leadership: You have a demonstrated ability to think strategically, build a long-term vision, and translate that vision into an actionable roadmap.
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).
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
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