Senior Platform Engineer, Developer Experience

Rootly; Toronto; On-site; CAD 120,000 - 180,000; Full time

Benefits offered by this job

Equity

Medical coverage

Vacation policy

Home office stipend

AI tools access

High-impact environment

Job summary

Rootly, based in Toronto, seeks a Senior Platform Engineer focused on Developer Experience to own the path from a developer's laptop to production: CI, test infrastructure, deploy trains, and staging. You will measure where engineers lose time, cut merge-to-production time, and make flaky tests rare.

As Rootly grows and AI speeds up development, your work will amplify impact across the pipeline, with collaboration across platform engineers and QA to deliver faster, reliable software.

Qualifications

• 5+ years building software in production with modern CI/CD tooling.
• Hands-on experience running and speeding up CI pipelines for a large codebase.
• Experience diagnosing and fixing test flakiness and test infrastructure problems.
• A developer experience mindset: you treat other engineers as customers.
• Comfortable working in a large Rails monolith as well as infrastructure.
• You write production-grade software and explain tradeoffs clearly.

Responsibilities

• Instrument the delivery pipeline end to end so we know where time goes between merge and production.
• Cut merge-to-production lead time and keep it down as the team and codebase grow.
• Find and fix flaky tests at the source, and build tooling that catches new flakiness early.
• Own our CI pipelines and deploy trains, including smoke gates and rollback.
• Untangle staging so teams stop waiting on each other to test changes.
• Improve local development and onboarding so new engineers ship in their first week.
• Track developer experience numbers like build time, deploy frequency, and change failure rate, and share progress openly.

Skills

CI/CD experience

Test flakiness debugging

Rails monolith experience

Production-grade software

Developer experience mindset

Trade-off communication

Tools

Buildkite

CircleCI

GitHub Actions

Argo CD

Job description

About Rootly

At Rootly, we are on a mission to be the go-to way companies respond when things go wrong, helping every organization be more reliable. We do this by building an industry-leading incident management platform that allows companies around the world to consistently and quickly resolve incidents. We are not simply transforming an industry, we are carving out a new multi-billion-dollar category ourselves and need incredible talent to achieve this ambitious goal together.

About Rootly

At Rootly, we are on a mission to be the go-to way companies respond when things go wrong, helping every organization be more reliable. We do this by building an industry-leading incident management platform that allows companies around the world to consistently and quickly resolve incidents. We are not simply transforming an industry, we are carving out a new multi-billion-dollar category ourselves and need incredible talent to achieve this ambitious goal together.

Customers love Rootly. Some of the fastest-growing companies around the world such as NVIDIA, DoorDash, Uber, Canva, Tripadvisor, Squarespace and more rely on Rootly to power their critical incident management process. They obsess over our delightful enterprise-ready platform and unique partnership model. See why our customers have reviewed us 5 stars on G2.

Investors love Rootly. We are backed by some of the most respected funds in the world from Y Combinator to operators like the CTO of Dropbox and GitHub. We'd be happy to disclose our entire funding and profitability picture live during the interview. As a culture we relentlessly put transparency first. We conduct monthly financial reviews as a team so everyone has a pulse on the health of the business and publish what we are building in our weekly changelog.

About The Role

As a Senior Platform Engineer focused on Developer Experience, you'll own the path from a developer's laptop to production: CI, test infrastructure, deploy trains, and staging. You'll measure where engineers lose time, cut merge-to-production time, and make flaky tests rare.

Product engineers are your customers. You'll work with our platform engineering leader and our QA team, and your work will give time back to every engineer at Rootly. As Rootly grows and AI speeds up development, more pull requests flow through the same pipeline every month, so the impact of this role compounds.

What You'll Do

• Instrument the delivery pipeline end to end so we know where time goes between merge and production.
• Cut merge-to-production lead time and keep it down as the team and codebase grow.
• Find and fix flaky tests at the source, and build tooling that catches new flakiness early.
• Own our CI pipelines and deploy trains, including smoke gates and rollback.
• Untangle staging so teams stop waiting on each other to test changes.
• Improve local development and onboarding so new engineers ship in their first week.
• Track developer experience numbers like build time, deploy frequency, and change failure rate, and share progress openly.

What You'll Need

We care about impact, ownership, and technical judgement. Degrees and big-name logos are not required. What matters is your ability to execute, influence, and teach.

Minimum Qualifications

• 5+ years building software in production, with significant time on modern CI/CD (such as Buildkite, CircleCI, GitHub Actions, or Argo CD), build systems, or developer tooling.
• Hands-on experience running and speeding up CI pipelines for a large codebase.
• Experience diagnosing and fixing test flakiness and test infrastructure problems.
• A developer experience mindset: you treat other engineers as customers and measure whether your tools help them.
• Comfortable working in a large Rails monolith as well as in infrastructure.
• You write production-grade software, and you explain tradeoffs clearly to product teams and leadership.

Preferred Qualifications

• Experience running CI systems at scale, and with deploy trains or merge queues.
• Experience with test parallelization and test selection for Ruby or RSpec suites.
• Experience building epoxy or shared staging environments.
• Experience with Ruby and Go.

What Success Looks Like

By 6 To 12 Months You Will Have

• Instrumented the pipeline end to end, with a shared dashboard for build time, lead time, deploy frequency, and change failure rate.
• Meaningfully cut merge-to-production lead time, and kept it there as headcount and pull request volume grew.
• Made flaky tests rare, with tooling that flags new flakiness before it spreads.
• Removed staging as a bottleneck, so teams test changes without waiting on each other.
• Got new engineers shipping to production in their first week.

Our Tech Stack

• Backend: Ruby on Rails, PostgreSQL, OpenSearch, Redis, Sidekiq, AWS Lambda, ECS, Kafka, DynamoDB
• Frontend: Turbo, Stimulus, ViewComponents
• Infrastructure: AWS, Terraform (IaC), Datadog

Why Rootly?

We're not just another startup. We're building something category-defining and want teammates who crave ownership, love solving hard problems, and thrive in a high-bar, high-impact environment.

Here's What You Can Expect When You Join Rootly

• Competitive compensation and early equity in a fast-growing, venture-backed company.
• Comprehensive medical, dental, and vision coverage.
• 3 weeks of vacation, plus unlimited sick and mental health days, and a company-wide end-of-year shutdown to recharge.
• $500 stipend for home office setup.
• Unlimited token usage and access to AI tools.
• A fast-moving, high-impact environment where your leadership and ideas directly shape the future of the company.

Our team is growing, and this is a newly created vacancy that we may hire more than one person to fill.

As we build out the team, we may use AI to support parts of our interview process, like reviewing assessments, but it's a tool that helps our people, not a substitute for their judgement.

Accommodations are available on request at any stage of our recruitment process. Contact [e-mail] and we will work with you to meet your needs confidentially.

Rootly is an equal opportunity employer. We do not discriminate on the basis of race, ancestry, place of origin, colour, ethnic origin, citizenship, creed, sex, sexual orientation, gender identity, gender expression, age, record of offences, marital status, family status, disability, or any other ground protected by the Ontario Human Rights Code or applicable law.