Tailscale

Tailscale

Engineering Manager, Strategic Projects

Remote (United States) · Exec · Full-time

Sponsorship not specified$10k-$15kDetected 5 days ago
Platform EngineeringOAuthLLMsAgentic AIStatisticsCadenceDNSCollaborationMentoring

About the role

  • From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more.
  • Job Description We're seeking a full-time Software Engineering Manager for our Strategic Projects team.
  • Aperture, our identity-aware LLM gateway, is one such initiative.

Responsibilities

  • Manage a talented, senior team of experienced engineers in a growth-stage startup.
  • Drive business outcomes measured by adoption of new platform primitives, customer integrations landed, and influence on Tailscale's roadmap.
  • Make major design decisions on prototypes that often graduate into production surface area, and own the quality bar for the team's externally-visible artifacts (reference architectures, open source, talks, customer integrations).
  • Collaborate across core platform engineering, security, and go-to-market on projects that span domains and often involve direct customer co-development.
  • Drive planning across horizons, balancing fast prototype cycles against longer-arc bets on where connectivity, identity, and AI infrastructure are converging.
  • Experience developing in Go, the primary language across Tailscale's stack and this team's prototypes
  • Comfort with exploratory, customer-facing engineering: translating customer conversations into prototypes and reference designs
  • We support intentional in-person connection through team travel and distributed collaboration.
  • Support for your personal and professional development.

Requirements

  • Light travel required (~10-15%): primarily team and company onsites, with occasional conferences or customer visits concentrated in North America with potential trips to EU or APAC.

Nice to have

  • Networking background (L4-L7 connectivity, browser and DNS behaviors), and familiarity with Tailscale itself
  • Identity infrastructure background: IdP platforms, identity sync/provisioning, directory services, and protocols (OAuth, OIDC, SAML, SCIM)
  • access control models (RBAC/ABAC), session management, MFA, passwordless auth
  • Leading teams whose output is publicly visible (open source, devrel, reference implementations) and validating prototype code for production alongside security teams
  • Individual offers may vary based on experience and skill set.
  • Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.
  • We encourage you to help us break that statistic!

Skills

  • About Tailscale

Compensation

  • Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore.
  • Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.

Benefits

  • An inclusive, flexible environment where you can be your authentic self.
  • This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
  • Comprehensive group benefits with no waiting period.
  • Take advantage of coverage for health, vision, dental, and more for you and your family!
  • Employer-funded retirement contributions.
  • Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
  • Paid time off and a healthy work-life integration.
  • Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
  • A build-your-own home office setup.
  • You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
  • Paid parental leave program.
  • We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Company info

  • What We Are Looking For

Equal opportunity

  • If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.
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This listing is sourced directly from Tailscale's careers page and normalized into a canonical job model.