Senior Software Engineer (Python)

The Company  

Cover Genius is a Series E insurtech that protects the global customers of the world’s largest digital companies including Booking Holdings, owner of Priceline, Kayak and Booking.com, Intuit, Uber, Hopper, Ryanair, Turkish Airlines, Descartes ShipRush, Zip and SeatGeek. We’re also available at Amazon, Flipkart, eBay, Wayfair and SE Asia’s largest company, Shopee. Our partners integrate with XCover, our award-winning insurance distribution platform, to embed protection for millions of customers worldwide each year.

Our team and products have been recognized with dozens of awards including by the Financial Times which ranked Cover Genius as the #1 fastest-growing company in APAC in 2020. Our diverse team across 20+ countries and many language groups commit itself to diverse cultural programs, in particular “CG Gives” which makes social entrepreneurs out of us all and funds development initiatives in global communities.

Our People are

Bold, Authentic, Purposeful and Inspired

Our People are not

Perfect, Traditional, Complacent or Cautious

About the Role:
As a Senior Software Engineer on the Personalisation team, you will own the design, development, and operation of our pricing optimisation and experimentation platform (BrightWrite). BrightWrite powers dynamic pricing, A/B experimentation, plan recommendation for XCover and RentalCover, serving millions of pricing requests per day at low latency, both as an embedded Python package and as a standalone API service.

You will lead the end-to-end delivery of platform features, from the experimentation engine and the pricing-expression language, through to event tracking pipelines and the analytics that Data Scientists and pricing analysts rely on. Because BrightWrite sits directly in the insurance quote path, your work has an immediate, measurable impact on conversion and margin across every partner.

Key Responsibilities:

• Pricing platform development. Design, build, and maintain the core BrightWrite pricing services, pricing calculation, experiment platform and ML infra integration,  keeping them fast, correct, and safe at scale

• Experimentation framework. Evolve the A/B testing framework so internal stakeholders can run reliable, revenue-safe pricing experiments with confidence.

• Personalisation and offer optimisation. Build the personalisation capabilities that tailor what each customer sees, build the data to serve the right product at the right price for every partner and customer segment

• System reliability and observability. Design robust monitoring, alerting, and graceful-degradation behaviour to protect partner sales. Proactively identify, debug, and resolve production issues.

• Cross-functional collaboration. Work closely with data science, the XCore and RentalCover teams to ship integrations, enforce pricing guardrails, and turn experiment data (pubsub events, BigQuery) into decisions.

What you will bring:

• Bachelor's degree in Computer Science, Engineering or a related field, coupled with 6+ years of professional software engineering experience building highly scalable, data-intensive backend systems in Python

• Proven experience designing and operating low-latency, high-throughput services in the critical path of revenue — including API design, caching/CDN-backed configuration delivery, and performance optimisation.

• Strong foundation in software engineering principles with a demonstrated ability to design, build, and maintain clean, testable Python services and internal libraries consumed by other teams.

• Experience with experimentation or A/B testing systems

• Hands-on experience with production operations: Kubernetes, CI/CD pipelines, observability and monitoring tooling, and incident response for business-critical services.

• Comfort working with data pipelines and warehouses (e.g. Pub/Sub event streams, BigQuery) to instrument features and validate outcomes.

• Nice to have: experience building parsers, interpreters, or domain-specific languages in Python and familiarity with applying LLM-assisted tooling to internal workflows.

What you will have:

• Ownership mindset with the ability to lead ambiguous, cross-functional initiatives to measurable outcomes.

• You are self-motivated and continuously study the new practices and tooling in data engineering.

• Simple, robust engineering over hype: you critically evaluate new tools and techniques and choose what works

• A natural mentor and collaborator who can clearly articulate complex technical concepts to engineers, data scientists, and non-technical stakeholders alike

• Embodies CG values—bold experimentation, purposeful innovation and authentic collaboration across diverse, global teams.

Why Cover Genius?  

Cover Genius not only cares about being the best in our industry, we care about our team. We’re a business that understands life can be fluid and so we flex to ensure we provide the environment to suit that. What does that mean?  

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

• Employee Stock Options - we want our people to share in our success, we reward them with ownership for their contribution in creating a world-class company.

• Work with like-minded people who are passionate about both the work we're doing and giving back. Our CG Gives programs enables us to all become philanthropists through our peer recognition and rewards system.

• Social Initiatives - pictures speak a thousand words!

Sound interesting? If you think you have the best composition of the above, send us your resume and let's chat!

* 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$135,000 to C$175,000 annually.