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:
- Drive planning, scoping, and delivery of complex implementations — anticipate blockers, manage customer timelines, escalate issues, and ensure launch readiness across functions.
- Serve as technical escalation point for integration and custom implementation issues. Debug deep integration problems and design robust solutions tailored to client-specific constraints.
- Lead technical discovery calls with customers, translate ambiguous requirements into scoped stories, and build trust with customer stakeholders.
- Propose and influence architectural decisions — design implementation approaches optimized for product strengths and constraints; recommend process or feature improvements based on real-world deployment learnings.
- Represent the Forward Deployed Engineering function in product feedback, feature prioritization, and cross-functional alignment (working with Product, Engineering, Customer Success, Product Marketing, etc.).
- Drive continuous improvement: create and own best-in-class delivery playbooks, onboarding processes, internal training, and technical mentorship for junior FDEs.
- Communicate findings and recommendations clearly to customers and internal stakeholders; influence roadmap priorities through structured, data-driven feedback.
- This role will be heavily hands-on with coding, including writing and debugging production and integration code in languages such as Python, JavaScript, and SQL as part of customer implementations and internal tooling.
Who We Hope You Are:
- B.S. in Computer Science or a related technical discipline, or equivalent experience
- 6-8+ years of software engineering, systems engineering, or technical product/program management experience
- Deep expertise across multiple product domains; ability to debug complex integrations and build custom solutions.
- Strong communication skills — able to lead discovery sessions, manage client expectations, present technical tradeoffs, and influence stakeholders.
- Demonstrated track record mentoring or leading other engineers, creating documentation/playbooks, and contributing to internal process improvements and knowledge sharing.
- Cross-functional coordination skills, organizational leadership in delivery settings, and ability to own multiple customer timelines concurrently.
- Coding competency in SQL, JavaScript and Python.
$160,000 - $200,000 a year
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 does include 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 [email protected]
Similar Jobs
What you need to know about the Chicago Tech Scene
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
