Customer Account Executive
2 weeks ago- Role family
- Sales & Partnerships
- Location
- Hybrid (Vancouver, British Columbia), Hybrid (Toronto), Hybrid (Vancouver)
- Salary
- $167.5k OTE
Explore Tailscale careers: 39 open roles hiring now. Find jobs at Tailscale with direct links to apply. Funding stage: Series C. Headcount: 201-500. Includes the official careers page link. Tailscale builds identity-first networking software on WireGuard so teams can securely connect users, devices, services, and AI systems across private infrastructure without VPN complexity.
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Tailscale is a Series C stage AI startup, founded in 2019, with $275M in total disclosed funding. Its most recent round was a $160M Series C in Apr 2025. It currently lists 39 open roles across Remote (Canada), Remote (United States), Hybrid (Vancouver, British Columbia), +12 more. Source: Fast AI Jobs company dataset, updated Oct 2026.
Role links below go directly to official listing pages. Use them as a fast path while the full interactive view loads.
Remote (Canada), Remote (United States) · Data · FullTime
Remote (Canada), Remote (United States) · Marketing · FullTime
Remote (United States), Remote (Canada) · Office of the CEO · FullTime
Hybrid (Vancouver, British Columbia), Hybrid (Toronto), Hybrid (Vancouver) · Sales · FullTime
Hybrid (Denver, Colorado, United States), Hybrid (Denver) · Sales · FullTime
Hybrid (Toronto, Ontario) · Sales · FullTime
Remote (United States), Remote (Canada) · Customer Support · FullTime
Remote (Canada), Remote (United States) · Customer Support · FullTime
Company profile last updated on Oct 16, 2026.
Tailscale jobs and careers: 39 open roles currently listed here. Review hiring details and apply via the official career page. Official careers page
Tailscale is an cybersecurity company. Tailscale builds identity-first networking software on WireGuard so teams can securely connect users, devices, services, and AI systems across private infrastructure without VPN complexity.
Open positions
39 jobs · Newest first
Candidate questions
Tailscale builds identity-first networking software on WireGuard so teams can securely connect users, devices, services, and AI systems across private infrastructure without VPN complexity.
Yes. Tailscale is hiring and currently has 39 open roles listed on Fast AI Startup Jobs, each with a direct link to the official application page.
Tailscale is currently hiring for roles such as Analytics Engineer, Data, Brand Designer, Commercial Legal Counsel, Customer Account Executive, Customer Reliability Engineer, Customer Support Engineer (Tier 1), and more. See the full list of jobs at Tailscale above.
Tailscale is hiring across Remote (Canada), Remote (United States), Remote (United States), Remote (Canada), Hybrid (Vancouver, British Columbia), Hybrid (Toronto), Hybrid (Vancouver), Hybrid (Denver, Colorado, United States), Hybrid (Denver), Hybrid (Toronto, Ontario), and other locations based on its currently open roles.
Tailscale has raised $275M in total. The latest known stage is Series C.
Tailscale reports an employee count of 201-500.
Company context
Tailscale is a Series C stage AI startup, founded in 2019, with $275M in total disclosed funding. Its most recent round was a $160M Series C in Apr 2025. It currently lists 39 open roles across Remote (Canada), Remote (United States), Hybrid (Vancouver, British Columbia), +12 more. Source: Fast AI Jobs company dataset, updated Oct 2026.