Senior Site Reliability Engineer (Remote First) – Toronto, ON

 

Discover more

Employment news updates

healthy

Job board subscription

Remote team management

Online skills assessment tests

Remote job listings

LinkedIn profile optimization

Electronics

Job seekers dashboard

Job application tracking

Senior Site Reliability Engineer (Remote First) – Toronto, ON

last updated November 22, 2025 10:27 UTC

Zensurance

Zensurance

 

HQ: Remote

 

OFF: Toronto, ON

Full-Time

DevOps and Sysadmin

more jobs in this category:

 

-> Mentor – Cyber Security Career Track (Part-time/Remote) @ Springboard

-> Microsoft SQL Server Database Administrator DBA @ red9.com

-> MSSQL Database Administrator @ Paymentology

-> Senior Developer – Integrations Team (C#/.NET) @ Deel

-> Technical web manager (Remote, Europe or Asia Pacific) @ Creative Force

About Us:

Zensurance is redefining commercial insurance for Canadian businesses.

As a leading InsurTech, we make getting the right coverage simple, fast, and accessible through a digital-first experience. Our platform combines advanced technology with deep industry expertise to deliver tailored insurance solutions that help businesses thrive.

Zensurance has been recognized for its rapid growth and industry impact:

✅ Deloitte’s Technology Fast 50 (2023, 2024, 2025)

✅ Deloitte’s Technology Fast 500 (2024, 2025)

✅ Top Insurance Employers (2022)

At Zensurance, we value ownership, collaboration, and innovation. Our team thrives on solving complex challenges, challenging the status quo, and making a real impact in an industry ready for change.

If you’re looking to build something meaningful in a fast-growing, customer-focused company, we’d love to hear from you!

We are looking for a Senior Site Reliability Engineer (SRE) to join our Digital Platform!

As a Senior Site Reliability Engineer (SRE), reporting to the Team Lead, you will partner with the Engineering Department to drive the reliability, scalability, and performance of our production systems. Your focus will be on defining and implementing best practices across infrastructure security, observability, release engineering, and developer tooling to meet department-level operational requirements. In addition, you will be expected to assist the Engineering Leadership Team, own our Incident Management process and automate operational tasks.

In addition, you will be expected to coach, mentor lower-level professionals, and assist the Engineering Leadership Team in continuously improving craft capabilities.

This is a remote-first role within Canada.

Responsibilities:

Write code and tools to automate repetitive, manual operational tasks to free up engineering time.

Participate in on-call rotations to rapidly detect, triage, and resolve system outages and emergencies.

Implement comprehensive observability (logging, tracing, metrics) and configure intelligent alerts to monitor system health in real-time.

Define and track Service Level Indicators (SLIs) and Service Level Objectives (SLOs) to measure and manage the performance and availability of services.

Partner with development teams to ensure new services are designed for scalability, resilience, and reliability from the start.

Develop and test robust Disaster Recovery (DR) and failover procedures to ensure business continuity.

Perform other duties as assigned.

Requirements:

University degree or college diploma in a recognized technical, vocational or academic program (preferably in Engineering or Computer Science) or equivalent work experience

5+ years of experience as a Site Reliability Engineer

Proven experience with Terraform for provisioning and managing cloud infrastructure

Experience with Kubernetes

Experience with AWS as a cloud service provider

Demonstrated experience maintaining and improving an Incident Management process

Experience with a major observability platform (e.g., Prometheus, Grafana, Datadog, ELK Stack, Splunk, or New Relic)

Experience with distributed systems to ensure that services meet scalability, reliability and uptime goals by implementing strategies like redundancy, failover solutions, and monitoring

Experience with GitHub Actions as tool for Continuous Integration/Continuous Delivery (CI/CD)

Experience in Backup and Recovery Scenarios

Ability to communicate efficiently and work in a collaborative style

A commitment to continuous improvement, continuous learning and knowledge sharing

Nice to have:

Prior experience with Insurance is a plus

Familiarity with Helm for deploying and managing applications on Kubernetes

AWS and DataDog certifications are an asset, including DevOps Engineer, Solutions Architect, or SysOps Administrator

Experience with TypeScript

Join Our Engineering Team – Where Growth Meets Innovation

At Zensurance, we believe engineering is more than just writing great code. It’s about learning, growing, and building something meaningful together. Our remote-first team is a place where you’ll be challenged, supported, and encouraged to thrive. Here’s what makes our team special:

✔ A Leadership Team That’s Got Your Back

Our experienced and approachable engineering leaders aren’t just here to manage – they’re here to mentor, guide, and help you unlock your full potential.

✔ Fuel Your Growth

We invest in your learning with training budgets, professional development programs, and mentorship opportunities. Want to explore a new tech stack or level up your skills? We can help get you there.

✔ A Culture of Sharing & Support

From Power-Ups and book clubs to tech talks and hackathons, we believe in learning from each other. Have a cool idea or an interesting challenge? Let’s solve it together.

✔ Hack, Build, and Innovate

Twice a year, we hit pause on our regular work for company-wide hackathons, giving you the chance to experiment, push boundaries, and build something awesome.

✔ Clear Career Growth, No Guesswork

We don’t do vague career paths. Our well-defined growth tracks show you exactly what’s needed to take your career to the next level, in a way that aligns with your skills and ambitions.

And the best part? You’ll work on exciting projects using cutting-edge technologies like TypeScript, NestJS microservices, and micro-frontends with React If you’re looking for a team that values learning, collaboration, and impactful work, we’d love to meet you!

Benefits & Perks at Zensurance:

At Zensurance, we know that when our people thrive, so does our business. That’s why we offer a flexible, people-first work environment designed to support your well-being, growth, and success.

💻 Work Your Way

• Remote-first setup for added flexibility

• Home office allowance to create a comfortable workspace

• Top-tier tech: “Office in a box” with all necessary tech equipment

• Half days before public holidays: Enjoy half days before long weekends

❤️ Your Health, Your Way

• Flexible health and dental plans for families, including mental health support

• Health & personal spending accounts to invest in wellness your way

• Parental leave top-up, because family comes first

🚀 Investing in Your Growth

• Education assistance reimbursement for courses, conferences, books, and memberships

• Opportunities to learn from industry experts and grow your career

🤝 Staying Connected

• Weekly Friday huddles to share updates and connect across teams

• Virtual & in-person team-building events to strengthen our culture

We’re building something special. Come be a part of it!

Who We Are:

Business is hard work, but insurance doesn’t have to be!

We empower business owners with simple, tech-driven insurance solutions through our online platform.

Our success is fueled by our team-oriented culture and four core values:

DELIVER – We set ambitious goals and achieve them.

INCLUDE – We foster an open and safe space for all.

INTEGRITY – We do what’s right.

I NVENT – We create straightforward, innovative solutions.

AI Tools and Your Interview:

We know AI is a valuable tool, and you’re welcome to use it to prepare for your interview. However, please don’t use AI assistants during the live interview itself. We want to have an authentic conversation with you, and using AI during the interview could affect our evaluation of your suitability for the role.

Just so you know, we use an AI scribe to help us take notes and review interviews, ensuring a fair and clear process.

Diversity & Inclusion:

Zensurance celebrates diversity and is committed to creating an inclusive environment. We welcome applications from all backgrounds and provide accommodations throughout the hiring process. If you need support, let us know, we’re here to help.

Thank You!

We review every application with care to find the best fit for our team.

While we may take a little time to get back to you due to the high volume of applications we receive, know that a real human (not a bot!) is reviewing yours. We appreciate your patience and can’t wait to learn more about you!