
51 - 200 employees
Founded 2020
âïž SaaS
đ Security
đĄ Telecommunications
đ° $100M Series B on 2022-05
SaaS âą Security âą Telecommunications
Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.
đ„ 0 minutes ago
đ Canada, United States â Remote
đ” $242.5k - $302.8k / year
â° Full Time
đĄ Mid-level
đ Senior
đ Manager
đ» Ghost score 20%
Where this job comes from
Posted on Tailscale's careers page, not through a job board
First seen by Remote Rocketship 0 minutes ago

51 - 200 employees
Founded 2020
âïž SaaS
đ Security
đĄ Telecommunications
đ° $100M Series B on 2022-05
SaaS âą Security âą Telecommunications
Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.
âą Own how Tailscale ships its product internally and to customers âą Build and run the release coordination process âą Create operational practices coordinating product and engineering âą Establish release cadence, define roles, build tooling, and agree on release norms âą Design, implement, and continuously improve release management, including readiness criteria, rollout coordination, and go/no-go decisions âą Build and maintain tooling, templates, runbooks, and documentation for repeatable, low-friction releases âą Partner with engineering leads and product managers to surface risks and drive resolution âą Define and track operational metrics such as release frequency and change failure rate âą Facilitate cross-team planning rituals to keep engineering and product coordinated and releases on schedule âą Identify and drive systemic operational improvements using data and judgment âą Later expand processes into other product and engineering collaboration areas, such as operational metrics
âą 5+ years in engineering operations, release management, or a closely related role at a software company âą Direct experience building or significantly improving release management processes âą Technical fluency in build systems, deployment pipelines, branching strategies, and production operations âą Strong judgment about useful processes versus unnecessary overhead, with focus on trust and adoption âą Comfort with ambiguity and ability to build structure from scratch âą Experience with both client and server software release processes (nice to have) âą Experience at a developer tools, infrastructure, or security-focused SaaS company (nice to have) âą Familiarity with DORA metrics (nice to have) âą Experience with feature flag systems, progressive rollouts, or canary deployments (nice to have) âą Experience scaling operational practices during rapid team or product growth (nice to have) âą Hands-on experience with Tailscale at work or home (nice to have)
âą Equity incentive plan âą Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for employees and families âą Fully remote work environment and flexible work arrangements âą Virtual and in-person social events âą Corporate co-working program âą Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to 0.75% of eligible compensation annually âą Annual company retreat and team off-sites âą $1500 USD annually for professional development âą Mentorship, coaching, and internal promotion opportunities âą Flexible paid time off âą Company-owned laptop (Mac or PC) âą Monthly home internet reimbursement âą $500 USD workstation customization allowance âą Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents
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