Tailscale jobs

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Based in Toronto, Ontario, CA. 74 open roles, checked Nov 13, 2026.

For each role, see who to message at Tailscale: the hiring manager, a teammate and the recruiter, with a LinkedIn note ready to send — 499 suggested contacts across these roles.

Open roles at Tailscale

Sales (22)

• Manager, Commercial Expansion · Hybrid (Vancouver, British Columbia)
• Manager, Commercial Expansion · Hybrid (Toronto, Ontario)
• Integrations Partnerships Lead · Remote (United States)
• Integrations Partnerships Lead · Remote (Canada)
• Strategic Enterprise Account Executive · Remote (United States)
• Senior Customer Account Executive · Hybrid (Vancouver, British Columbia)
• Senior Customer Account Executive · Hybrid (Toronto, Ontario)
• Senior Solutions Engineer, Enterprise · Remote (United States)
• Senior New Business Account Executive · Hybrid (Toronto, Ontario)
• Customer Account Executive · Hybrid (Vancouver, British Columbia)
• Senior Customer Account Executive · Hybrid (San Francisco, California, United States)
• Enterprise Account Executive · Remote (San Francisco, California, United States)
• Enterprise Account Executive · Remote (New York, New York, United States)
• Customer Account Executive · Hybrid (Toronto, Ontario)
• Director, APAC Go-to-Market · Remote (Singapore)
• Solutions Engineer - Commercial (New Business) · Remote (United States)
• Solutions Engineer - Commercial (New Business) · Remote (Canada)
• Senior New Business Account Executive · Hybrid (Denver, Colorado, United States)
• Solutions Engineer - Commercial (Expansion Sales) · Remote (United States)
• Solutions Engineer - Commercial (Expansion Sales) · Remote (Canada)
• Senior New Business Account Executive · Hybrid (Vancouver, British Columbia)
• Customer Account Executive · Hybrid (Denver, Colorado, United States)

Engineering (14)

• Release Manager · Remote (United States)
• Release Manager · Remote (Canada)
• Engineering Manager · Remote (United States)
• Engineering Manager · Remote (Canada)
• Security Software Engineer · Remote (Canada)
• Security Software Engineer · Remote (United States)
• Billing Engineer · Remote (United States)
• Billing Engineer · Remote (Canada)
• Front End Engineer · Remote (United States)
• Front End Engineer · Remote (Canada)
• Software Engineer, Networking (Dataplane) · Remote (United States)
• Software Engineer, Networking (Dataplane) · Remote (Canada)
• Security Infrastructure Engineer · Remote (United States)
• Security Infrastructure Engineer · Remote (Canada)

Marketing (9)

• Senior Analyst Relations Manager · Remote (United States)
• Senior Analyst Relations Manager · Remote (Canada)
• Community Engagement and Advocacy Manager · Remote (United States)
• Community Engagement and Advocacy Manager · Remote (Canada)
• ABM Campaign Manager · Remote (United Kingdom)
• ABM Campaign Manager · Remote (United States)
• ABM Campaign Manager · Remote (Canada)
• Head of Communications · Remote (United States)
• Head of Communications · Remote (Canada)

Product (8)

• Product Manager, Workload Connectivity · Remote (United States)
• Product Manager, Workload Connectivity · Remote (Canada)
• Product Manager, Identity · Remote (United States)
• Product Manager, Identity · Remote (Canada)
• Product Manager, Networking Features · Remote (United States)
• Product Manager, Networking Features · Remote (Canada)
• Documentation Platform Engineer · Remote (United States)
• Documentation Platform Engineer · Remote (Canada)

Operations (4)

• Staff Product Operations Manager · Remote (United States)
• Staff Product Operations Manager · Remote (Canada)
• Program Manager, EPD Operations · Remote (United States)
• Program Manager, EPD Operations · Remote (Canada)

Office of the CEO (4)

• Head of Legal · Remote (United States)
• Head of Legal · Remote (Canada)
• Commercial Legal Counsel · Remote (United States)
• Commercial Legal Counsel · Remote (Canada)

People & Talent (4)

• Talent Acquisition Sourcer (Contract) · Remote (United States)
• Talent Acquisition Sourcer (Contract) · Remote (Canada)
• Talent Acquisition Partner (Contract) · Remote (United States)
• Talent Acquisition Partner (Contract) · Remote (Canada)

Customer Support (3)

• Customer Support Engineer (Tier 1) · Remote (United Kingdom)
• Customer Reliability Engineer · Remote (United States)
• Customer Reliability Engineer · Remote (Canada)

Finance & Accounting (2)

• Staff Accountant · Remote (Canada)
• Staff Accountant · Remote (United States)

Customer Success (2)

• Forward Deployed Engineer · Remote (Canada)
• Forward Deployed Engineer · Remote (United States)

Strategic Projects (2)

• Software Engineer, Strategic Projects · Remote (United States)
• Software Engineer, Strategic Projects · Remote (Canada)

How to reach the hiring team at Tailscale

Skip the application portal: open a role to see who is likely hiring for it — the hiring manager, a teammate and the recruiter — and send a short, personal note instead of one more application.

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