Staff Product Operations Manager

Tailscale

. Own the strategy and standards for roadmap health, including defining, tracking, and reporting initiative and epic dates and health .

Posted 11/4/2026full-timeRemote • Canada, United StatesLead💰 CA$199,660 - CA$249,240 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in product operations and program management, with a strong focus on defining product metrics, customer insight strategies, and launch frameworks. Proven ability to influence senior leadership and drive alignment across multiple teams in a remote-first environment.

Highest-signal resume keywords

Product OperationsProgram ManagementCustomer Insight SystemsLaunch FrameworksData Strategy

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Product MetricsOperating Model DesignSystems ThinkingHigh-Impact Operations InitiativesFeature Request System Design

Soft Skills

Influencing Senior LeadersMentoringExceptional Communication

Tools & Technologies

JiraDashboards

Industry Keywords

Continuous PlanningRoadmap HealthGTMQBRsAsynchronous Communication

About the role

Key responsibilities & impact

Own the strategy and standards for roadmap health, including defining, tracking, and reporting initiative and epic dates and health
Evolve the Product organization’s continuous planning cadence and connect it to company planning
Own the external roadmap and its communication to customers and the field
Define launch frameworks and readiness standards across Product, PMM, Sales, and Support
Partner with PMM, Sales, and Support leaders to make launch readiness consistent and measurable
Set standards for Product organization documentation structure and maintenance
Design the Product team’s onboarding program
Design the end-to-end feature request system from Jira intake through roadmap decisions
Provide Product leadership with visibility into demand and roadmap alignment
Own a customer insight strategy combining closed-lost data, feature requests, QBRs, and community feedback from Discord, Reddit, and GitHub
Own the Product organization’s operating model, including customer QBRs for EPD and the internal MBR
Define Product metrics and data strategy with Data teams so dashboards scale with products and features
Identify operational gaps, make recommendations to leadership, and drive solutions
Partner with Product leadership on priorities and trade-offs
Serve as a strategic contributor and shape Product’s connections with GTM, Support, Data, and company planning
Report to the Manager, Program Management

Requirements

What you’ll need

8+ years of experience in product operations, program management, or business operations, including designing an organization’s operating model
Track record of starting high-impact operations initiatives independently
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 and ability to understand how Product processes affect GTM, Support, and company planning
Demonstrated ability to influence senior leaders and build alignment across organizations
Experience mentoring others and raising the quality of a team’s work
Exceptional written and verbal communication in an asynchronous, remote-first environment

Benefits

Comp & perks

An inclusive, flexible environment where you can be your authentic self
Competitive total compensation package including a base salary and equity incentive plan
Comprehensive group benefits with no waiting period, including health, vision, dental, and more for you and your family
Remote-first work environment
Virtual and in-person social events
Corporate co-working program
Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of eligible compensation
Annual company retreat and team off-sites
$1500 USD annually for professional development
Mentorship, coaching, and internal promotion opportunities
Flexible paid time off program
Company-owned laptop (Mac or PC)
Monthly home internet reimbursement
$500 USD home office workstation customization allowance
Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents