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 an Engineering Manager on our Technology team, you will own technical direction and execution for the Insurance Operational Excellence problem space building scalable services and integrations, raising engineering standards and developing a high-performing team that can consistently deliver customer and partner outcomes.

To drive success in this role, you will have strong hands-on technical excellence, experience designing and operating production systems and a track record of mentoring engineers and building high-performing engineering teams. As the Engineering Manager you will drive product delivery and cultivate a high-ownership team culture, while actively contributing code to our applications and services across our TypeScript/NestJS and Python/Django stack. Regular collaboration with Product, Engineering stakeholders and Operational partners will be key in ensuring roadmap outcomes and measurable improvements in insurance operational performance are achieved.

Key Responsibilities:

• Lead roadmap execution by turning product goals into an executable plan and delivering predictable outcomes.

• Build and develop a high-performing team through hiring and coaching. Set a high bar for quality and ownership.

• Own technical excellence by building and contributing code to the existing core services and integrations in TypeScript and Python while keeping maintainable software architecture and strong test coverage

• Own reliability of the developed services by setting SLOs where needed and improving observability.

• Deliver secure, compliant integrations with internal and external systems with robust patterns (auth, idempotency, retries, reconciliation, auditability) and security-by-design.

• Drive measurable operational KPIs by reducing manual work and improving automation.

• Lead and guide the team to evaluate and integrate AI tools to improve the team metrics such as productivity, quality and velocity.

What you will bring:

• Minimum 5 years of software engineering experience, including at least 2 years leading or managing engineers in a product-oriented, high-availability environment.

• Strong backend expertise ideally in TypeScript (NestJS) and Python (Django), building and operating APIs and services with high quality bars (testing, CI/CD, security, performance).

• Proven system design and integration experience, including distributed systems patterns (observability, resilience, idempotency, retries, reconciliation) and modern cloud-native tooling.

• Delivery leadership and product partnership skills: ability to plan, execute, and communicate against measurable outcomes.

• Demonstrated expertise in building AI agentic systems to drive complex, non-linear workflow automation.

• Experience in scalable platform architecture or SaaS development, specifically designing data-intensive solutions.

• Hands-on experience deploying applications and services on cloud infrastructure (AWS or GCP) and implementing robust observability tooling (ideally using Datadog) to monitor SLOs and ensure production-grade operational maturity.

• Industry and emerging-tech exposure: experience in insurance/insurtech and/or partner-heavy regulated domains is highly valued.

What you will have:

• You take responsibility for outcomes end-to-end and follow through on commitments with transparency.

• You move work forward decisively, unblock others and keep momentum while maintaining a high quality bar.

• You align stakeholders through written and verbal updates and can explain technical decisions in business terms.

• You partner closely with Product, Operations, Data and Design teams, make sound trade-offs and optimize for measurable customer and business impact.

• You set engineering standards, coach pragmatic system design and insist on maintainable solutions with strong testing and operational readiness.

• You lead with security and compliance awareness, building trust with insurance partners and internal stakeholders.

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.

• Flexible PTO. Taking time out is important for our teams to enjoy life and stay fresh.

• 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$150,000 to C$190,000 annually.