# Tailscale jobs and careers

> 53 open roles at Tailscale as of October 29, 2026. Source: https://www.thejobsmap.com/company/tailscale

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

## Key facts

| | |
|---|---|
| Open roles | 53 |
| Posted in the last 7 days | 2 |
| Cities hiring | 1 |
| Average listed base pay (USD/yr) | $170k |
| Highest listed base pay (USD/yr) | $350k |
| Headquarters | Toronto, Ontario, Canada |
| Founded | 2019 |
| Employees | 51 to 100 |
| Total funding | $115.5M |
| Industries | Cyber Security, Information Technology, Infrastructure, Network Security |
| Website | https://tailscale.com |

## Where they are hiring

- Singapore: 1 open roles

## Newest open roles

- [Head of Communications](https://www.thejobsmap.com/job/7f20e88a-4051-4e61-b813-9c94db4caca6), Remote, United States ($190k to $237k)
- [Head of Communications](https://www.thejobsmap.com/job/d0b72d57-5cfe-4f7f-ad8d-258f08a35137), Remote, Canada
- [Software Engineer, AI Enablement](https://www.thejobsmap.com/job/eafffbb3-afcf-470b-b517-51220f8d0245), Remote, United Kingdom
- [Software Engineer, AI Enablement](https://www.thejobsmap.com/job/d096b51c-0ef3-4cc9-8a42-f834ef31ed7b), Remote, United States ($163k to $226k)
- [Software Engineer, AI Enablement](https://www.thejobsmap.com/job/3073f4d7-57d5-4f85-87e9-24955eda18d4), Remote, Canada
- [Strategic Enterprise Account Executive](https://www.thejobsmap.com/job/20a7d773-f4e5-4af4-a93b-0cd6fbe4c712), Remote, United States ($350k)
- [Program Manager, EPD Operations](https://www.thejobsmap.com/job/2a29465b-59a1-46a8-85f1-f571b227ca6c), Remote, United States ($114k to $143k)
- [Program Manager, EPD Operations](https://www.thejobsmap.com/job/778f53b7-d683-4f21-836b-fb114e748d2a), Remote, Canada
- [Forward Deployed Engineer](https://www.thejobsmap.com/job/bb08cdcc-9f01-4273-87b4-fa8920a249d0), Remote, United States ($150k to $250k)
- [Forward Deployed Engineer](https://www.thejobsmap.com/job/83d1812b-f1d6-4091-9d6a-0d015e40dd1c), Remote, Canada
- [Senior Customer Account Executive](https://www.thejobsmap.com/job/71aef4e0-288b-4e2f-b389-a4adebb03622), Hybrid (Vancouver, British Columbia)
- [Senior Customer Account Executive](https://www.thejobsmap.com/job/67bc4d1c-6cba-498d-872f-bd37ebe699ac), Hybrid (Toronto, Ontario)
- [Infrastructure Engineer](https://www.thejobsmap.com/job/8ffa2dbc-9b12-4128-b429-a7ead207a0dc), Remote, United States ($181k to $226k)
- [Infrastructure Engineer](https://www.thejobsmap.com/job/231d93ee-cecf-4d3b-aa69-3ecc36156aa7), Remote, Canada
- [Senior Solutions Engineer, Enterprise](https://www.thejobsmap.com/job/297de3dc-3cb0-4648-ab90-f26dd1f5d25f), Remote, United States ($250k to $300k)
- [New Business Account Executive](https://www.thejobsmap.com/job/8004c7b5-b24e-4654-be74-9746e440ea0a), Hybrid (Vancouver, British Columbia) ($134k)
- [Customer Account Executive](https://www.thejobsmap.com/job/692e1616-2bfb-4988-bfb9-1f44ad666d14), Hybrid (Vancouver, British Columbia)
- [Customer Account Executive](https://www.thejobsmap.com/job/5b2e5c5a-baf8-4964-bef5-83b37fda941e), Hybrid (Toronto, Ontario)
- [Customer Account Executive](https://www.thejobsmap.com/job/46b232b7-3e74-409c-87c0-9a81abe2f826), Hybrid (Denver, Colorado, United States) ($100k to $125k)
- [Software Engineer, Networking (Features)](https://www.thejobsmap.com/job/b98a2ddc-9927-4a55-899c-a0a8284f4c60), Remote, United States ($181k to $226k)
- [Software Engineer, Networking (Features)](https://www.thejobsmap.com/job/ce1a6836-34ba-40f8-af75-15e7404df94c), Remote, Canada
- [Senior Customer Account Executive](https://www.thejobsmap.com/job/4100d1a2-7554-40d9-9db2-e3d2d4d6cd3f), Hybrid (San Francisco, California, United States) ($150k to $190k)
- [Windows Engineer](https://www.thejobsmap.com/job/942d0dc9-7004-4d28-a082-0d8f053fdbe0), Remote, United States ($143k to $179k)
- [Customer Reliability Engineer](https://www.thejobsmap.com/job/5f867051-bb3b-4370-b0f1-02e7942bde4d), Remote, United States ($115k to $144k)
- [Analytics Engineer, Data](https://www.thejobsmap.com/job/7bd4b781-1c36-4103-b4b0-2924198f4956), Remote, Canada
- All 53 roles: https://www.thejobsmap.com/company/tailscale#jobs

## Leadership

- Avery Pennarun, Co-Founder & CEO
- Kevin Kotecki, President, interim
- Andrew Mitchell, VP Of Engineering
- Sam Linville, Interim Head Of Product
- Saloni D., Vice President, People
- Ross Kukulinski, VP Product & Interim VP Engineering
- Christian Fatoohi, VP Of Finance
- Will Moore, Head of Corporate Communications

## Common questions

### Is Tailscale hiring right now?

Yes. Tailscale has 53 open roles listed as of October 29, 2026.

### Where is Tailscale hiring?

The most open roles are in Singapore (1).

### How much does Tailscale pay?

Across open roles that list pay, the average advertised base salary at Tailscale is $170k a year, and the highest is $350k.

### Where is Tailscale headquartered?

Tailscale is headquartered in Toronto, Ontario, Canada and was founded in 2019.

### Who leads Tailscale?

Avery Pennarun, Co-Founder & CEO, is at the top of Tailscale's org chart.

### How do I apply for a job at Tailscale?

Pick a role on Tailscale's TheJobsMap page and select Apply. Every listing links to the original posting on Tailscale's own careers site, so you apply directly with the employer.