Tailscale is fully distributed and was founded in 2019.
Source posting
Enterprise SaaS
Tailscale is hiring. 58 roles are open right now.
Browse the openings below to see requirements, locations, and pay where available. Scoutify can fill in and send your application to the ones that match your search.
HQToronto
Founded2019
Posted (90d)51
[01] HIRING NOW
See Tailscale's current openings.
We update these listings as we find new roles and learn that others have closed.
Open roles
58
Posted (90d)
51
Posted range
—
Roles with the most current openings
Sales
13 roles
Software Engineer
11 roles
Account Executive
10 roles
Account Manager
5 roles
Marketing
5 roles
[02] OPEN ROLES
Apply to Tailscale now.
Live roles pulled from Tailscale's career page. Open one to see the full description, location, and pay, then let Scoutify apply for you, or apply on Tailscale's site yourself.
Work mode
The 20 most recent roles out of 58 open roles
Remote · full-time · $143k - 179k
Remote · full-time · $142k - 177k
Remote · full-time · $149k - 186k
Remote · full-time · $148k - 184k
Remote · full-time · $163k - 204k
Remote · full-time · $162k - 202k
Remote · full-time · $95k - 119k
Remote · full-time · $95k - 119k
Remote · full-time · $94k - 118k
Remote · full-time · $163k - 204k
[03] IN THEIR OWN WORDS
How Tailscale pitches itself.
“The best secure connectivity platform for the AI era”
Source: tailscale.com
[04] VISA SPONSORSHIP
U.S.-only hiring history.
Tailscale has no H-1B petition history we can find.
No H1B sponsorship history
Source: USCIS H-1B Employer Data Hub. Classifications: yes (5+ approvals), conditional (1-4), no (0).
[05] WHERE THEY'RE HIRING
Where Tailscale is hiring.
These are the cities named in current job listings. A role can appear in more than one city. Remote roles may also appear in these cities and can have location requirements.
Top cities by open roles
Toronto, Ontario, CA
3 roles
Vancouver, British Columbia, CA
3 roles
Denver, Colorado
1 role
San Francisco, California
1 role
Singapore, SG
1 role
Remote: 51 positions
[06] OFFICES
Where Tailscale works.
Headquartered at Toronto. So you know where you'd report before you apply.
Office data © OpenStreetMap contributors
[07] KEY FACTS
Founded
2019
Data: Wikidata (CC0) · Q108766392
[08] IN THE NEWS
Tailscale in the headlines.
Recent press coverage, pulled from Google News. Worth a scan before an interview or a cold email: funding rounds, launches, and leadership changes are the fastest way to sound current.
MakeUseOf3 months agoAppleInsider4 months agoXDA4 months agoThe Hacker News4 months agovpnMentor5 months ago
Source: Google News. Last 12 months.
[09] FROM THE POSTINGS
What the job postings tell us.
These details come from the linked postings. Benefits and working arrangements can differ by role and location.
Tailscale offers comprehensive group benefits with no waiting period, including health, vision and dental coverage.
Source postingTailscale is a remote first company, and most of its teams work fully remotely.
Source postingTailscale's compensation package includes base salary, equity and comprehensive benefits.
Source postingSources reviewed 2026-10-19.
[10] COMPANY DETAILS
More about Tailscale.
- Listed employee range
- 51 to 200
OpenJobData catalog · Observed 2026-09-25
- Listed industry
- Computer software
OpenJobData catalog · Observed 2026-09-25
- Listed country
- Canada
OpenJobData catalog · Observed 2026-09-25
[11] ABOUT
What Tailscale does.
Tailscale builds software that securely interconnects people and their devices wherever they are. Teams of every size use it to protect their networks and share access to internal tools.
Founded
2019
HQ
Toronto
Founders
Brad Fitzpatrick, Avery Pennarun & David Carney
Employees
—
Source: Wikidata · QID Q108766392
[12] INTERVIEW PREP
Going through their loop?
Review the skills in Tailscale's job descriptions, practice relevant exercises, and explore any available candidate-reported questions.
[13] HOW TO APPLY
Your resume lands in Greenhouse.
Tailscale uses Greenhouse for applications. Follow the job link to complete the employer’s form and review its requirements.
Scoutify checks Tailscale's career page for new listings.
Greenhouse is one of the career sites where Scoutify's AI auto apply works, so Sniper can submit your application to a matching Tailscale role minutes after it posts. Sniper sends one application per posting, and the employer's confirmation email for most applications lands in Scoutify Mail.
ATS identified from the application URLs on Tailscale's recent postings
[15] SIMILAR COMPANIES
People exploring Tailscale usually compare with these.
[16] FAQ
Questions people ask about Tailscale.
Not covered here? Email support@scoutify.com.
Is Tailscale hiring?
Scoutify currently lists 58 open roles at Tailscale. Follow the job links to check requirements and apply on the employer's career site.
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