Tailscale careers
Tailscale is hiring: 63 open roles as of November 13, 2026, 83% remote, 69% of them senior level. Posted pay runs $139k–$226k. The roles ask most for Go, Python and Terraform.
Which of Tailscale’s 63 roles fit you?
Pick your team. landed reads each role against your resume and applies to the ones that fit.
- Staff AccountantRemote
- Staff AccountantRemote
- Product Manager, Workload ConnectivityRemote
- Product Manager, Workload ConnectivityRemote
- Manager, Commercial ExpansionHybrid (Vancouver
Tailscale is a Zero Trust identity-based connectivity platform that replaces legacy VPN, SASE, and PAM and connects remote teams, multi-cloud environments, CI/CD pipelines, Edge & IoT devices, and AI workloads. It enables encrypted point-to-point connections using the open source WireGuard protocol.
Tailscale is inCybersecurityIdentity securityNetwork security
Open roles
63
Founded
2019
Headcount
230
Remote roles
83%
Hiring now · checked today
Tailscale has 63 roles open right now.
landed applies to the ones that fit you on Tailscale's own site, the hour they go live.
landed · Tailscaleautopilot on
Staff Accountant
Remote
Staff Accountant
Remote
Product Manager, Workload Connectivity
Remote
63 open
Open roles at Tailscale
Checked on Tailscale’s careers page
Staff Accountant
Tailscale
Remote (Canada)
Staff Accountant
Remote (Canada)
$83k–$103k
1d ago
Staff Accountant
Tailscale
Remote (United States)
Staff Accountant
Remote (United States)
$86k–$107k
1d ago
Product Manager, Workload Connectivity
Tailscale
Remote (United States)
Product Manager, Workload Connectivity
Remote (United States)
$177k–$221k
1w ago
Product Manager, Workload Connectivity
Tailscale
Remote (Canada)
Product Manager, Workload Connectivity
Remote (Canada)
$171k–$214k
1w ago
Manager, Commercial Expansion
Tailscale
Hybrid (Vancouver, British Columbia)
Manager, Commercial Expansion
Hybrid (Vancouver, British Columbia)
$193k–$242k
1w ago
Manager, Commercial Expansion
Tailscale
Hybrid (Toronto, Ontario)
Manager, Commercial Expansion
Hybrid (Toronto, Ontario)
$193k–$242k
1w ago
Senior Analyst Relations Manager
Tailscale
Remote (United States)
Senior Analyst Relations Manager
Remote (United States)
$142k–$177k
1w ago
Senior Analyst Relations Manager
Tailscale
Remote (Canada)
Senior Analyst Relations Manager
Remote (Canada)
$137k–$171k
1w ago
Apply to Tailscale with landed
Tailscale hires through Greenhouse. landed applies on Tailscale’s own Greenhouse form, with your résumé tailored and every question answered for the role.
- 1Add your résumé and the roles you want
- 2landed picks the Tailscale roles that fit you
- 3It applies on Greenhouse. Review each one first if you like
83% remote
Tailscale remote jobs
83% of Tailscale’s open roles are remote. These are the remote roles open now, read from Tailscale’s own careers page.
Staff Accountant
Tailscale
Remote (Canada)
Staff Accountant
Remote (Canada)
$83k–$103k
1d ago
Staff Accountant
Tailscale
Remote (United States)
Staff Accountant
Remote (United States)
$86k–$107k
1d ago
Product Manager, Workload Connectivity
Tailscale
Remote (United States)
Product Manager, Workload Connectivity
Remote (United States)
$177k–$221k
1w ago
Product Manager, Workload Connectivity
Tailscale
Remote (Canada)
Product Manager, Workload Connectivity
Remote (Canada)
$171k–$214k
1w ago
Senior Analyst Relations Manager
Tailscale
Remote (United States)
Senior Analyst Relations Manager
Remote (United States)
$142k–$177k
1w ago
Senior Analyst Relations Manager
Tailscale
Remote (Canada)
Senior Analyst Relations Manager
Remote (Canada)
$137k–$171k
1w ago
Community Engagement and Advocacy Manager
Tailscale
Remote (United States)
Community Engagement and Advocacy Manager
Remote (United States)
$144k–$177k
1w ago
Community Engagement and Advocacy Manager
Tailscale
Remote (Canada)
Community Engagement and Advocacy Manager
Remote (Canada)
$139k–$171k
1w ago
Posted pay
Tailscale salary by role
Across Tailscale’s postings that list pay, the middle of the range runs $139k–$226k. The highest posted range right now is $350k–$350k for Strategic Enterprise Account Executive. Ranges are base pay as the company posts it.
| Role | Postings with pay | Posted range |
|---|---|---|
| Senior Customer Account Executive | 3 | $145k–$190k |
| ABM Campaign Manager | 3 | $92k–$127k |
| Enterprise Account Executive | 2 | $250k–$300k |
| Engineering Manager | 2 | $196k–$257k |
| Forward Deployed Engineer | 2 | $145k–$250k |
| Manager, Commercial Expansion | 2 | $193k–$242k |
| Release Manager | 2 | $175k–$226k |
| Security Software Engineer | 2 | $158k–$226k |
landed applies. You interview.
Let landed apply to Tailscale for you
landed fills Tailscale’s own application with your profile and writes every answer for the role. 10 free auto-applies, no card.
Frequently asked
Is Tailscale hiring right now?
Yes. Tailscale has 63 open roles live on its own careers page today, and the list above refreshes daily.
Does Tailscale hire remote?
About 83% of Tailscale’s open roles are remote. The rest are based in its offices, including toronto, CA.
What does Tailscale pay?
Across the Tailscale postings that list pay, the middle of the range runs $139k–$226k.
How do I apply to Tailscale?
Tailscale takes applications on Greenhouse. Every role above links to Tailscale’s own application. Or let landed apply for you: it fills the company’s form with your profile and writes the answers for each role.
Jobs like these at other companies
Similar companies hiring
More companies hiring in Toronto
Company data updated