Release Manager

Tailscale

. Own how Tailscale ships its product internally and to customers .

Posted 11/5/2026full-timeRemote • Canada, United StatesMid-LevelSenior💰 CA$242,540 - CA$302,840 per yearWebsite

Core Competencies

Role fit

Core Competencies

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

Demonstrates expertise in release management processes, operational metrics, and cross-team coordination within software development. Proven ability to build and improve tooling, documentation, and practices that enhance release efficiency and effectiveness.

Highest-signal resume keywords

Release ManagementOperational MetricsBuild SystemsDeployment PipelinesCross-Team Coordination

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Release CoordinationOperational PracticesReadiness CriteriaRollout CoordinationChange Failure Rate TrackingFeature Flag SystemsProgressive RolloutsCanary DeploymentsBranching StrategiesProduction Operations

Soft Skills

Strong JudgmentComfort With Ambiguity

Tools & Technologies

TailscaleDORA Metrics

Industry Keywords

Engineering OperationsDeveloper ToolsInfrastructureSecurity-Focused SaaS

About the role

Key responsibilities & impact

Own how Tailscale ships its product internally and to customers
Build and run the release coordination process
Create operational practices coordinating product and engineering
Establish release cadence, define roles, build tooling, and agree on release norms
Design, implement, and continuously improve release management, including readiness criteria, rollout coordination, and go/no-go decisions
Build and maintain tooling, templates, runbooks, and documentation for repeatable, low-friction releases
Partner with engineering leads and product managers to surface risks and drive resolution
Define and track operational metrics such as release frequency and change failure rate
Facilitate cross-team planning rituals to keep engineering and product coordinated and releases on schedule
Identify and drive systemic operational improvements using data and judgment
Later expand processes into other product and engineering collaboration areas, such as operational metrics

Requirements

What you’ll need

5+ years in engineering operations, release management, or a closely related role at a software company
Direct experience building or significantly improving release management processes
Technical fluency in build systems, deployment pipelines, branching strategies, and production operations
Strong judgment about useful processes versus unnecessary overhead, with focus on trust and adoption
Comfort with ambiguity and ability to build structure from scratch
Experience with both client and server software release processes (nice to have)
Experience at a developer tools, infrastructure, or security-focused SaaS company (nice to have)
Familiarity with DORA metrics (nice to have)
Experience with feature flag systems, progressive rollouts, or canary deployments (nice to have)
Experience scaling operational practices during rapid team or product growth (nice to have)
Hands-on experience with Tailscale at work or home (nice to have)

Benefits

Comp & perks

Equity incentive plan
Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for employees and families
Fully remote work environment and flexible work arrangements
Virtual and in-person social events
Corporate co-working program
Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to 0.75% of eligible compensation annually
Annual company retreat and team off-sites
$1500 USD annually for professional development
Mentorship, coaching, and internal promotion opportunities
Flexible paid time off
Company-owned laptop (Mac or PC)
Monthly home internet reimbursement
$500 USD workstation customization allowance
Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents