243K–303K CAD / year
Release Manager
OperationsRemote — Canada, United States, United Kingdom, Singapore
Published on 2026-11-05
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About this role
Build and run Tailscale’s release management process, coordinating how software is shipped internally and to customers. Establish release cadence, tooling, and practices that help teams ship reliably without slowing them down.
About the company
Tailscale builds a zero-config mesh VPN on WireGuard so teams can securely connect devices, servers, and cloud resources without traditional VPN complexity.
What you'll do
- Design and improve release cadence, readiness criteria, rollout coordination, and go/no-go decisions
- Build and maintain release tooling, templates, runbooks, and documentation
- Partner with engineering leads and product managers to surface and resolve release risks
- Define and track operational metrics for release health
- Facilitate cross-team planning to keep engineering and product coordinated
- Use data and judgment to drive operational improvements
What we're looking for
- 5+ years in engineering operations, release management, or a related role at a software company
- Experience building or significantly improving release management processes
- Technical fluency with build systems, deployment pipelines, branching strategies, and production operations
- Good judgment about which processes add value, with an emphasis on trust and adoption
- Comfort building structure in ambiguous environments
Nice to have
- Experience with both client and server software releases
- Experience at a developer tools, infrastructure, or security-focused SaaS company
- Familiarity with DORA metrics
- Experience with feature flags, progressive rollouts, or canary deployments
- Experience scaling operational practices during rapid growth
- Hands-on experience with Tailscale
Benefits
- Equity incentive plan
- Remote-first work and coworking support
- Employer retirement contributions matched up to 0.75% of eligible compensation
- Flexible paid time off
- Paid parental leave: 20 weeks for birthing parents and 16 weeks for non-birthing parents
- $1,500 USD annual professional development budget
- Company laptop, monthly home internet reimbursement, and $500 USD home-office budget
- Annual company retreat and team off-sites