Job Description

The Company

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:

As Senior Director of Data on our Technology team, you will own Cover Genius' data strategy end-to-end and act as domain lead for Data Products, accountable for its OKRs, roadmap, and delivery. You will work closely with our partnership teams to understand what partners need to see, and give them a clear view of how their insurance business is performing.

To drive success in this role, you will bring a genuine blend of commercial instinct, product judgement, and deep technical credibility — the breadth to lead a business domain, not just an engineering function. You will be as effective influencing at exec level, ours and our partners', as you are leading the engineers and analysts who report to you. Close collaboration with Engineering, Product, Data Science, Analytics, and our own commercial and partner-facing teams will be central to the role — ensuring data becomes a trusted, reusable foundation every other domain can build on with confidence. You will treat AI as a first-class concern of the role — building a platform that AI workloads can trust, exploring AI-enhanced partner propositions, and driving AI-assisted ways of working within your own org.

Key Responsibilities:

• Work closely with our commercial and partner-facing teams to understand what partners actually need and want from our data, and help shape that into offers they find compelling.
• Set product direction for internal and partner-facing data products, partnering with the executive and senior leadership teams to define OKRs and roadmap, and own their execution.
• Own the data platform strategy and architecture end-to-end, ensuring it keeps pace as our data grows in volume, velocity, and variety — including the data foundations that AI/ML workloads across the business depend on.
• Drive adoption of the data platform across business domains, so Engineering, Data, and Product teams build their solutions on a shared data foundation.
• Build governance and data-quality frameworks that make our key data assets trustworthy.
• Develop a high-performing Data organisation where people love their work and grow into future leaders.

What you will bring:

• 12+ years in data roles spanning platform, product and B2B partner-facing work, including 5+ years leading teams of managers and senior contributors — ideally in a regulated, high-growth B2B business.
• You are comfortable working alongside commercial and partner-facing teams, can hold your own in a partner conversation, and have a track record of translating what customers want into propositions that land.
• You have owned a roadmap, made hard prioritisation calls between platform investment and customer-facing delivery, and can explain the calls you got wrong.
• Strong record of partnering with Engineering, Product, Data Science, Analytics and other data consumers to turn data into a trusted, reusable foundation.
• Deep, hands-on architecture credibility on a modern cloud data stack — ideally GCP/BigQuery, Airflow, dbt, and data observability tooling, including experience building and operating data platforms that serve AI/ML workloads.
• Proven record of establishing governance and data-quality frameworks that enable delivery rather than block it, and that are adopted across large data-centric organisations.
• Practical fluency in data security and privacy in a regulated context such as insurance or financial services.

What you will have:

• Bias for action — you ship incremental improvements continuously rather than waiting for perfect conditions, act decisively, and hold a high bar for what "done" means.
• Ownership without excuses — you take personal accountability for team outcomes, including the misses and talk about failures as candidly as wins.
• Growth mindset — you share knowledge generously, learn from setbacks and have a track record of developing engineers and managers who go on to bigger roles.
• Influence over authority — you push teams to think bigger and drive adoption of standards through credibility and clear reasoning, not mandate.
• Partner and customer obsession — you're truly curious about Cover Genius' partners and trace every decision back to the customer experience or partner outcome it improves.

🤔 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$215,000 to C$270,000 annually.