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 Engineering Manager for our Logistics squad, you will build and lead a team that provides technical solutions to our shipping and logistics partners—enabling embedded protection for packages, deliveries, and supply chains at scale.

We're building AI-first. You'll foster a culture where agentic tools like Claude Code and Gemini are core parts of the engineering workflow—not novelties, but multipliers that let a small team ship like a big one. You'll guide your team in adopting AI-augmented development practices, from code generation to testing to documentation, and help define what "agentic software engineering" looks like at Cover Genius.

You're joining early: the squad has one engineer today. You'll shape how we hire, how we build, and how we deliver. This is a player-coach role where you'll contribute technically while growing the team's capabilities and capacity.

Key Responsibilities:

• Design and develop technical solutions for our logistic partners – defining patterns that scale across many providers and product types.

• Drive technical excellence through code reviews, design discussions, and architectural decisions that balance speed with long-term maintainability.

• Own the team's delivery outcomes—track efficiency, adjust processes, and ensure high-quality work ships on schedule.

• Build and lead the Logistics engineering team—hire, develop, and retain top talent who thrive in an AI-first environment.

• Foster a culture of responsible AI adoption; guide the team to integrate AI tools into their workflows while ensuring quality and security standards are met.

• Partner with product and business stakeholders to prioritize the roadmap and translate partner needs into technical strategy.

• Establish observability and reliability standards; ensure the team owns the operations of their systems with proper on-call processes and incident response.

• Create an inclusive environment where engineers can do their best work; provide regular feedback and coaching that accelerates growth.

What you will bring:

• 3+ years of engineering management experience, with a track record of building and developing high-performing teams.

• 6+ years of software development experience; you've shipped production systems and can evaluate technical decisions credibly.

• Strong technical foundation in modern backend technologies (Node.js/TypeScript, Python, or similar); experience with APIs and third-party integrations.

• Experience fostering AI-first development practices—you've guided teams to adopt agentic tools (Claude Code, Cursor, Gemini, or similar) as core workflow accelerators.

• Working understanding of LLMs beyond code generation: prompt engineering, context management, and knowing when AI tools add value vs. when traditional approaches are better.

• Understanding of microservices architectures, cloud infrastructure (AWS), and containerization (Docker/Kubernetes).

• Comfort with early-stage team building—you've operated in environments where processes were discovered along the way.

• Strong communication skills; able to align stakeholders, document decisions, and influence across function.

What you will have:

Technical Excellence:

• Empowers engineers to achieve a high bar of engineering excellence; creates space for testing, automation, observability, and documentation.

• Drives quality through code reviews and design discussions; holds the team's work to high standards.

• Ensures the team owns operations of their systems—on-call rotas, incident response, and continuous improvement.

Team Leadership & People Development:

• Creates an inclusive environment where engineers do their best work; seeks feedback and adapts ways of working.

• Coaches engineers in collaborative problem-solving, customer-centric thinking, and end-to-end ownership.

• Delivers timely, constructive feedback; develops talent and aligns individual growth with team success.

Ownership & Delivery:

• Creates a culture of ownership and accountability; pushes for decisions to be made effectively and removes blockers.

• Aligns team work with product strategy and OKRs; focuses on outcomes, not just output.

• Proactively manages risk—escalates issues appropriately and keeps stakeholders informed.

• Brings together work from multiple contributors into cohesive, achievable plans.

AI-First Mindset:

• Fosters a culture of responsible AI adoption; encourages experimentation while ensuring quality and security.

• Leads the team to evaluate and integrate AI tools that improve productivity, quality, and velocity.

• Understands the ethical and security implications of using AI tools with company data and code.

• Thinks in terms of leverage—automates the repetitive, focuses human attention on judgment calls.

• Helps the team adopt AI workflows; shares what works and raises the floor for everyone.

• Embodies Cover Genius's values: Bold, Authentic, Purposeful, and Inspired.

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.