Director of Engineering, Dealer Products at CarGurus

This role is designed for a seasoned engineering leader with at least 10 years of experience, including 3+ years managing multiple teams and managers. You should have a strong background in B2B product development and a "been-there-done-that" technical foundation that allows you to provide architectural oversight while staying focused on high-level business strategy. The compensation is highly competitive, ranging from $218k–$273k plus equity (RSUs) and discretionary bonuses. CarGurus offers a premium hybrid work environment in Boston with exceptional perks, including daily free lunch, commuting coverage, and a new car discount. As a leader in the "Inventory" pillar, you will have significant influence over the company's AI roadmap and long-term data strategy. **You might be a good fit if you...** * Have successfully led multi-team organizations of 20+ engineers. * Are comfortable translating complex technical bottlenecks to non-technical VPs. * Have direct experience integrating ML/AI insights into customer-facing products. * Thrive in a "people-first" culture that prioritizes psychological safety and mentorship.