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 a Site Reliability Engineer, you'll lead reliability and infrastructure projects that span multiple teams and business domains. Decisions you make on system design, tooling, and process will directly shape how the teams you work with build and operate at scale.

To drive success in this role, you will have a strong background in cloud infrastructure and platform engineering, with experience across infrastructure-as-code, CI/CD and release automation, observability, security, and disaster recovery. You should possess strong technical judgement, the ability to independently lead complex projects from design through delivery, and a proactive approach to eliminating operational risk before it becomes a problem.

Regular collaboration with software engineering teams, security teams, and other relevant stakeholders will be key in ensuring the reliability and efficiency of our production systems are achieved.

Key Responsibilities:

• Analyze, test, and evolve systems to improve reliability and performance at an architectural/infrastructure level, leading medium-to-large projects from design through delivery

• Apply AWS and GCP expertise to architect and build reliable, highly-available cloud infrastructure across multiple products and projects

• Implement observability strategy and standards, developing the tooling and dashboards other teams build on

• Champion SLOs and error budgets for services in your area, using them to prioritise reliability work against feature velocity

• Act as incident commander for significant production incidents, lead troubleshooting on complex issues, using blameless post-mortems to drive continuous improvement

• Reduce operational toil by building automation and self-service tooling, that other engineers can adopt, rather than absorbing repetitive work yourself

• Develop and maintain design, troubleshooting, and runbook standards that other engineers can follow

• Apply AI-assisted development to infrastructure problems, and guide other engineers on using AI tools effectively within your team's workflows

• Contribute to capacity planning and cost optimisation

• Mentor other engineers on systems thinking, incident management, and production ownership, raising the bar within your team

• Implement security best practices in infrastructure development and maintenance - such as least-privilege access, secrets management, policy-as-code gates in your pipelines

What you will bring:

• 3+ years of experience in SRE, Platform Engineering, DevOps or other related roles 

• Strong understanding of SRE and platform engineering principles, with experience applying them to lead cross-team projects

• Experience using and configuring modern observability tools such as Datadog, Elasticsearch, Prometheus, Grafana

• Experience with cloud native and container technology such as Docker, and hands-on experience using and managing Kubernetes clusters

• Experience authoring reusable, parameterised infrastructure-as-code modules (e.g. Terraform)

• Comfortable scripting and developing internal tooling with Bash and at least one programming language (e.g. Python, Go)

• Fluent with AI-driven development environments like Cursor, Claude Code, or Codex, with a proven ability to leverage these tools within production engineering workflows

• Experience working with Linux

• Strong understanding of networking, distributed systems, and system architecture at scale

• Proven experience deploying, scaling, and monitoring web applications and databases in high-availability environments

• Deep expertise in AWS and/or GCP platforms

• Bachelor's degree in Computer Science/Engineering, a postgraduate degree and/or record of academic achievement is also desirable

What you will have:

Ownership & Delivery

• Takes ambiguous problems and drives them to shipped outcomes - not just code, but results, and takes accountability even without a clear owner

• Balances speed with quality — knows when to iterate fast and when to invest in durability

• Manages risk proactively — identifies failure modes and mitigates before they bite

Communication & Influence

• Creates clarity from ambiguity; documents decisions so others can build on your work

• Influences through evidence and collaboration, not authority — mentors and unblocks teammates

• Communicates technical concepts clearly to engineers, product, and business stakeholders

AI-First Mindset

• Treats AI tools as essential infrastructure, not optional add-ons — continuously experiments with new capabilities

• Understands LLM strengths and limitations — knows when to prompt and when to build differently

• Thinks in leverage: automates the repetitive, focuses human attention on judgement calls

• Helps others adopt AI workflows, shares what works, and raises the floor for the whole team

🤔 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 range of C$115,000 to C$145,000 annually.