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Jobs at Tailscale

33 Tailscale roles on our board today: 0 internships, 0 entry-level and 33 experienced, 28 remote. Fields: cyber, AI. Locations include Remote (United States); Remote (Canada); Hybrid (Vancouver, British Columbia); Hybrid (Toronto, Ontario); Hybrid (San Francisco, California, United States); Remote (New York, New York, United States).

We keep a sample of up to about two dozen roles per company, early-career first, so Tailscale's own careers page may list more. Every card links to the original posting.

Head of Communications

Tailscale · Remote (United States)

remotecyberComms

Posted 6d ago · Details · Apply on Tailscale's site ↗

Head of Communications

Tailscale · Remote (Canada)

remotecyberComms

Posted 6d ago · Details · Apply on Tailscale's site ↗

Program Manager, EPD Operations

Tailscale · Remote (United States)

remotecyberSurface Ops

Posted 14d ago · Details · Apply on Tailscale's site ↗

Program Manager, EPD Operations

Tailscale · Remote (Canada)

remotecyberSurface Ops

Posted 14d ago · Details · Apply on Tailscale's site ↗

Strategic Enterprise Account Executive

Tailscale · Remote (United States)

remotecyberCommand

Posted 14d ago · Details · Apply on Tailscale's site ↗

Senior Customer Account Executive

Tailscale · Hybrid (Vancouver, British Columbia)

cyberCommand

Posted 15d ago · Details · Apply on Tailscale's site ↗

Senior Customer Account Executive

Tailscale · Hybrid (Toronto, Ontario)

cyberCommand

Posted 15d ago · Details · Apply on Tailscale's site ↗

Infrastructure Engineer

Tailscale · Remote (United States)

remotecyberComms

Posted 20d ago · Details · Apply on Tailscale's site ↗

Infrastructure Engineer

Tailscale · Remote (Canada)

remotecyberComms

Posted 20d ago · Details · Apply on Tailscale's site ↗

Customer Account Executive

Tailscale · Hybrid (Vancouver, British Columbia)

cyberCommand

Posted 25d ago · Details · Apply on Tailscale's site ↗

Software Engineer, Networking (Features)

Tailscale · Remote (Canada)

remotecyberComms

Posted 28d ago · Details · Apply on Tailscale's site ↗

Software Engineer, Networking (Features)

Tailscale · Remote (United States)

remotecyberComms

Posted 28d ago · Details · Apply on Tailscale's site ↗

Senior Customer Account Executive

Tailscale · Hybrid (San Francisco, California, United States)

cyberCommand

Posted 29d ago · Details · Apply on Tailscale's site ↗

Enterprise Account Executive

Tailscale · Remote (New York, New York, United States)

remotecyberCommand

Posted 32d ago · Details · Apply on Tailscale's site ↗

Enterprise Account Executive

Tailscale · Remote (San Francisco, California, United States)

remotecyberCommand

Posted 32d ago · Details · Apply on Tailscale's site ↗

Commercial Legal Counsel

Tailscale · Remote (Canada)

remotecyberCommand

Posted 42d ago · Details · Apply on Tailscale's site ↗

Commercial Legal Counsel

Tailscale · Remote (United States)

remotecyberCommand

Posted 42d ago · Details · Apply on Tailscale's site ↗

Head of Legal

Tailscale · Remote (Canada)

remotecyberCommand

Posted 42d ago · Details · Apply on Tailscale's site ↗

Head of Legal

Tailscale · Remote (United States)

remotecyberCommand

Posted 42d ago · Details · Apply on Tailscale's site ↗

Customer Account Executive

Tailscale · Hybrid (Toronto, Ontario)

cyberCommand

Posted 45d ago · Details · Apply on Tailscale's site ↗

Software Engineer, Networking (Dataplane)

Tailscale · Remote (Canada)

remotecyberComms

Posted 50d ago · Details · Apply on Tailscale's site ↗

Software Engineer, Networking (Dataplane)

Tailscale · Remote (United States)

remotecyberComms

Posted 50d ago · Details · Apply on Tailscale's site ↗

Security Infrastructure Engineer

Tailscale · Remote (Canada)

remotecyberSecurity

Posted 71d ago · Details · Apply on Tailscale's site ↗

Security Infrastructure Engineer

Tailscale · Remote (United States)

remotecyberSecurity

Posted 71d ago · Details · Apply on Tailscale's site ↗

Software Engineer, Strategic Projects

Tailscale · Remote (Canada)

remotecyberComms

Posted 86d ago · Details · Apply on Tailscale's site ↗

Software Engineer, Strategic Projects

Tailscale · Remote (United States)

remotecyberComms

Posted 86d ago · Details · Apply on Tailscale's site ↗

Analytics Engineer, Data

Tailscale · Remote (Canada)

remotecyberSurvey

Posted 87d ago · Details · Apply on Tailscale's site ↗

Analytics Engineer, Data

Tailscale · Remote (United States)

remotecyberSurvey

Posted 87d ago · Details · Apply on Tailscale's site ↗

Software Engineer, AI Enablement

Tailscale · Remote (Canada)

remoteAIcyberSurvey

Posted 98d ago · Details · Apply on Tailscale's site ↗

Software Engineer, AI Enablement

Tailscale · Remote (United States)

remoteAIcyberSurvey

Posted 98d ago · Details · Apply on Tailscale's site ↗

Software Engineer, AI Enablement

Tailscale · Remote (United Kingdom)

remoteAIcyberSurvey

Posted 98d ago · Details · Apply on Tailscale's site ↗

Customer Reliability Engineer

Tailscale · Remote (Canada)

remotecyberProcessing

Posted 108d ago · Details · Apply on Tailscale's site ↗

Customer Reliability Engineer

Tailscale · Remote (United States)

remotecyberProcessing

Posted 108d ago · Details · Apply on Tailscale's site ↗

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