Senior AI Engineer, AI Solutions

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

CarGurus is transforming how the company operates by embedding AI into workflows across every function — product, engineering, revenue, finance, support. It’s a software engineering role where the domain is the entire business. You’ll work directly with teams across the org to understand how work actually gets done, identify where AI can change the unit of work or shift where judgment lives, and build the systems that make it real. Some of that is agent-based automation. Some of it is workflow redesign. All of it requires someone who can architect and ship production-quality software, not stitch together SaaS integrations. This is not a Salesforce developer, Boomi connector, or low-code/no-code position, nor is it an enterprise architect or ML model training role.

This is a small, high-autonomy team reporting to the Head of AI Solutions. You’ll have outsized influence on how a publicly traded company with ~$1B in revenue adopts AI — not as a pilot or a demo, but as a structural change in how the business runs. You will be successful here if you are a product-caliber engineer who finds internal workflow transformation genuinely interesting — not a consolation prize, but the most leveraged place to be right now. You’d rather build something real that 200 people use tomorrow than something polished that ships in 6 months.

What you'll do

• Design and build AI-powered workflows and agent-based systems that transform how teams operate across the company.
• Partner directly with stakeholders in revenue, product, engineering, finance, and operations to gather requirements, map existing workflows, and identify high-leverage opportunities for AI.
• Build end-to-end — from scoping and architecture through implementation and deployment. This team ships, it doesn’t hand off specs.
• Work with AI APIs and platforms (Anthropic/Claude, AWS Bedrock, and others) to build agentic systems, automation pipelines, and intelligent tooling.
• Operate across a messy, heterogeneous environment — AWS infrastructure, Salesforce, internal services — without waiting for everything to be clean before you start building.
• Help shape the technical strategy and standards for AI Solutions as a function.

What you'll bring

• 5+ years of relevant software engineering experience.
• Strong software engineering fundamentals — you’ve built and shipped production systems, not just prototypes.
• Proficiency in Python as the primary language for this work; comfort with additional languages is a plus.
• Experience designing APIs, services, and data pipelines. You think in systems, not scripts.
• AWS fluency — you’re comfortable working within AWS infrastructure and services.
• Hands-on experience building with LLM APIs, agent frameworks, or AI-powered applications — not just experimentation, but something that ran in production or was used by real people.
• Ability to operate with high autonomy. You’ll scope your own work, make architectural decisions, and own outcomes.
• Willingness to work across the full stack of a business — including systems like Salesforce that aren’t glamorous but are where the high-impact problems live.

Nice-to-haves:

• Experience with workflow orchestration or automation at scale.
• Familiarity with Salesforce APIs and integration patterns (not Salesforce administration).
• Background in recommendations, search, data science, or ML engineering.
• Experience working cross-functionally with non-technical stakeholders.