200K–249K CAD / year
Staff Product Operations Manager
OperationsRemote — Canada, United States, United Kingdom, Singapore
Published on 2026-11-04
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About this role
Own and scale Tailscale’s Product operations, building systems for planning, launches, customer insights, metrics, documentation, and operating rhythms. Partner with Product leadership and cross-functional teams to improve how customer feedback informs prioritization and how Product connects with GTM, Support, Data, and company planning.
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.
The team
Program Management team; reports to the Manager, Program Management.
What you'll do
- Set roadmap health standards and connect continuous Product planning to company planning.
- Own external roadmap communications and define launch readiness frameworks across Product and GTM.
- Establish Product documentation standards and design the team onboarding program.
- Build an end-to-end feature request system tied to roadmap decisions.
- Combine customer feedback sources into insights that inform prioritization.
- Own Product operating rhythms, including customer QBRs and internal MBRs.
- Define Product metrics and data strategy with the Data team.
- Identify operational gaps, recommend solutions, and build alignment with senior leaders.
What we're looking for
- 8+ years in product operations, program management, or business operations, including operating-model design.
- Track record of independently starting high-impact operations initiatives.
- Experience building customer insight systems that influence product prioritization.
- Experience setting launch frameworks and readiness standards across Product and GTM.
- Experience defining product metrics and data strategy with data teams.
- Systems thinking across Product, GTM, Support, and company planning.
- Ability to influence senior leaders and build cross-functional alignment.
- Experience mentoring others and excellent written and verbal communication in a remote-first environment.
Benefits
- Equity incentive plan.
- Remote-first work and corporate coworking program.
- Employer retirement contributions matching up to 0.75% of eligible compensation.
- Flexible paid time off.
- Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents.
- Annual professional development budget of $1,500 USD.
- $500 USD home-office setup allowance and monthly internet reimbursement.
- Comprehensive health, vision, and dental coverage.