Configuration Engineer

About Cover Genius

Cover Genius is the global infrastructure for embedded protection. Active in over 60 countries and all 50 US States, we protect the customers of the world’s largest digital companies, including Klarna, Revolut, Stripe, Priceline, Agoda, Booking.com, Turkish Airlines, Tongcheng Travel, eBay, and Uber, with seamless, end-to-end experiences. Cover Genius has protected more than 73M customers globally across 240M policies with USD $3.2BN in gross written sales.

Coming off a stellar year with 40% YoY revenue growth and a recent $100M capital raise, putting our valuation at $1.9BN, we are accelerating into our next phase of growth. As part of our team, you’ll help drive our AI-first roadmap, developing hyper-personalization engines, agentic distribution, and automated claims infrastructure, while building the scalable technology powering the fast-growing $70B embedded protection market.

Our people are: Accountable, customer-obsessed, collaborative, driven

Our people are not: Passive, defensive, siloed, hesitant

About the Role:

The Associate, Policy Configuration owns the full lifecycle of AI-augmented policy delivery on Cover Genius's XCore platform. The PCA bridges business stakeholders and the Policy Agent — gathering requirements, writing Python expressions and directing the agent with structured inputs, validating its output, and owning the result end-to-end.

Key Responsibilities:

• Requirements & discovery. Engage stakeholders. Resolve ambiguity early. Document requirements that need no follow-up.

• End-to-end build ownership. Understand the XCore policy administration system and its attached systems (XPSD, XReport, Checkmate, XLedger) well enough to complete policy builds end to end — from specification through configuration, pricing, testing, and financial validation.

• Portfolio ownership. Manage concurrent policy builds across sprints. Keep the backlog clean. Give accurate delivery estimates.

• Policy configuration. Translate requirements into Python expressions and structured inputs for the Policy Agent. Validate the agent's output as a fluent practitioner.

• Testing. Build and run comprehensive test plans. Maintain automated test suites across multiple demographics and scenarios.

• Post-launch ownership. Triage and resolve post-launch bugs and change requests.

• Documentation. Keep product and configuration docs accurate across the full build lifecycle.

Using AI in this role

AI is central to how this role delivers policy configuration.

• Direct the Policy Agent with clear, structured requirements

• Read and debug the agent's Python output as a fluent practitioner, not just a reviewer.

• Validate agent output against pricing sheets, underwriting rules, and specifications before it ships

What you will bring:

• 2+ years in a technical role, platform engineering, or configuration role using Python.

• Python fluency — can read, write, debug, and validate expressions and agent-generated output.

• API proficiency (Postman, cURL, JSON interpretation)

• Hands-on experience on testing methodologies and best practices

• Ability to translate non-engineering stakeholder needs into engineering-ready specs.

• Strong numerical and analytical skills (pricing requirements, actuarial inputs, financial structures).

• Understanding of Django and Django REST framework is a huge bonus

What you will have:

• Ownership mindset

• Bias for action. Brings solutions, not problems.

• Pattern recognition. Templates what they build for reuse.

• Self-sufficient. Does not stall on ambiguity.

• Collaborative but independent.

🤔 Why Cover Genius?

At Cover Genius, we create magic by turning the archaic into the extraordinary. We take one of the world’s oldest and most complex industries and reinvent it with world-class technology. Cover Genius doesn’t just disrupt legacy insurance; we make the impossible feel effortless.Our operating principles guide our mission: 

• Make today matter: We deliver with urgency and excellence. We act decisively, move with intention, and hold a high bar.

• Act with accountability: We own our commitments  and take pride in delivering results that move us forward.

• Grow together: We are a collective of curious minds. We learn from wins and setbacks, share knowledge generously, and elevate each other every day.

• Inspire each other: We push each other to think bigger and pull together to go further.

• Champion our customers: We lead with empathy and center the customer, turning complex disruptions into seamless moments of trust.

• Flexible Work Environment - Our teams are hybrid. We work from home on a Wednesday and Thursday and attend the office on Monday, Tuesday and Friday with flexibility around start/finish times.

• Don't just take our word for it- hear about our culture straight from our people here: story time.

Ready to make an impact? If you’re looking for a place where you’ll be challenged, trusted, and empowered, we’d love to meet you!

The Legal & Privacy Stuff

Cover Genius promotes diversity and inclusivity. We don't tolerate discrimination, demeaning treatment of anyone, or harassment due to race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or any other legally protected status.

By submitting your application, you acknowledge that we may collect, store, and process your personal data for recruitment purposes. To ensure a fair evaluation, we may use AI to assist in sorting applications, but all final decisions are made by our hiring team and no candidate dispositions are automated. We will keep your information on file for three years from the date of your application. For detailed information about how we handle your data and our use of AI, please review our full Privacy Policy.

*This position offers a base salary compensation range of C$75,000 to C$95,000 annually.