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TailscaleStaff Product Operations Manager
Tailscale seeks a Staff Product Operations Manager to oversee and optimize internal product operations as part of the program management group. Founded in 2019 and operating…
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About this role
Staff Product Operations Manager at Tailscale is a full-time role. Work arrangement: Remote. Location: Not specified. The listed pay is CAD 199,660 - 249,240/yr. It was posted on Nov 5, 2026. This listing is paused and not taking applications at the moment.
Job Description
Tailscale seeks a Staff Product Operations Manager to oversee and optimize internal product operations as part of the program management group. Founded in 2019 and operating as a distributed organization, Tailscale builds software designed to simplify secure network connections and device management for users ranging from individual hobbyists to multinational enterprises. Backed by investors such as Accel, CRV, and Insight, the company focuses on creating accessible security infrastructure.
Reporting directly to the Manager of Program Management, this fully remote, full-time position suits an autonomous strategic professional capable of turning broad objectives into structured execution. The incumbent will act as a key partner to product leadership, bridging the product department with go-to-market, support, data, and broader company planning. Key duties involve governing roadmap health, establishing consistent product launch frameworks, managing feature intake systems, aggregating customer insights, and evolving the departmental operating model to scale alongside business growth.
Responsibilities
- Manage the standards and strategy for roadmap tracking, initiative definitions, and reporting cadence
- Define cross-functional product launch frameworks and readiness standards alongside sales, support, and product marketing leadership
- Establish structural and maintenance guidelines for internal product documentation and team onboarding
- Design the end-to-end feature request workflow from Jira intake to roadmap integration
- Synthesize data from closed-lost deals, quarterly business reviews, feature requests, and community channels into actionable customer intelligence
- Direct the product organization operating model, including internal monthly business reviews and executive quarterly reviews
- Partner with the data team to define and scale product metrics and data strategies
Requirements
- Minimum of eight years of professional background in product operations, business operations, or program management
- Demonstrated history of launching high-impact operational initiatives independently
- Experience building customer insight frameworks that influence product prioritization
- Background in setting readiness criteria and launch frameworks across product and go-to-market teams
- Experience partnering with data teams to define product metrics and data strategies
- Strong systems thinking capability to understand how product processes impact support, go-to-market, and corporate planning
- Proven ability to influence senior management and foster cross-organizational alignment
- Exemplary written and verbal communication skills tailored for an asynchronous, distributed work environment
Qualifications
- Experience mentoring colleagues and elevating overall team performance quality
Core Skills
Benefits
- Base salary ranging from CAD 199,660 to 249,240 per year
- Equity incentive plan
- Comprehensive group health, vision, and dental benefits with no waiting period
- Employer-matched retirement contributions up to 0.75 percent of eligible compensation
- Flexible paid time off policy
- Annual professional development stipend of USD 1,500
- Build-your-own home office setup including a company laptop, monthly internet reimbursement, and USD 500 for workstation customization
- Paid parental leave with top-ups providing 20 weeks for birthing parents and 16 weeks for non-birthing parents
- Opportunities for company retreats, team travel, and corporate co-working space access
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Is this position remote?
Yes, Tailscale operates as a fully remote company where teams work distributedly.
What is the salary range for this role?
The target base salary range for this position is between CAD 199,660 and 249,240 per year, accompanied by equity and benefits.
How many years of experience are required?
Candidates must have eight or more years of experience in product operations, program management, or business operations.
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