Director, Engineering - AI Products

There's nothing more exciting than transforming an industry that's been stagnant for decades. Federato is an AI-native platform that’s bringing agentic AI to the full policy lifecycle. We’re aggressively transforming how insurance work gets done, and the world is paying attention: we've raised $180 million, including a $100 million Series D from Goldman Sachs. We have powerful product-market fit, and we're growing fast globally. You'll get to work on complex problems with one of the most advanced AI teams you'll find anywhere. If you're the person we need, you know that AI bolted onto legacy systems is too weak to matter. That's why we built our platform to be AI-native from day one. That's why you can do here what you can never do at a legacy software company. move fast and prove it, not theorize it. We think from first principles. You’ll work on problems that matter, building software that fundamentally changes how insurance operates. What You'll Be Doing: • Own and evolve our core AI-focused product areas, including our Quote Agent, Product Studio, Submission Triage, and intelligent Content Management products. • Build and lead a high-performing, cross-functional team of 16-18 engineers, covering ML, SWE, and data/analytics. • Define the technical vision and architecture for our agentic platform, enabling autonomous systems that measurably improve customer experience and operational efficiency. • Champion engineering excellence by maintaining a high bar for quality through code reviews, architectural oversight, and occasional hands-on contributions. • Partner closely with Product, Design, and Delivery teams to align our engineering roadmap with business objectives and ship high-impact features. • Act as a strategic technical partner to go-to-market stakeholders, translating business goals into robust, scalable engineering plans. • Foster a culture of ownership, accountability, and continuous growth as the engineering organization scales. Who We Hope You Are: • 10+ years of software engineering experience, with a proven track record leading engineering organizations of 15–20+ people. • Deep expertise in B2B enterprise SaaS, with early-stage startup experience highly preferred. • Strong background in shipping and maintaining AI-powered products in production environments. • Experience designing and deploying agentic systems, AI workflows, or LLM-powered applications at scale. • A demonstrated leader and mentor who knows how to build, manage, and empower multidisciplinary engineering teams. • Exceptional communicator with the ability to influence and align stakeholders across technical and business domains. • Demonstrates end-to-end ownership and accountability for outcomes, proactively identifying and resolving challenges before they escalate. • Excels in fast-paced environments, driving rapid execution while embracing continuous learning and iteration. • Cultivates high-trust relationships through transparency, empathetic leadership, and an inclusive approach that supports both individual and team success. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above. Total compensation package includes stock options, benefits and additional perks. Here at Federato, your capabilities are important, but culture fit is essential. We move fast, are eager to listen to our users, take a first principles approach to solving problems, and value learning and the ability to change our minds. Most importantly, we're here to have fun. Our ability to make a difference starts with our people. We would love to work with you! We are an equal-opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, sex, gender expression, sexual orientation, age, marital status, veteran status or disability status. We will provide reasonable accommodation to individuals with disabilities to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation at talent@federato.ai