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Careers at Tailscale

Join the team championing small networks but launching big careers.

We’re building the Internet, but better

When the Internet began, people thought connecting everyone, sharing information freely, and injecting a healthy dose of anarchism would lead to a strong, healthy society. Not really how it turned out, is it?

We started Tailscale because we wanted to change course and fix what went wrong.

The perks of joining Tailscale

Equitable total rewards

Competitive salaries, generous equity incentive plans, and ongoing professional development support

Work from (Almost) Anywhere

Remote-first work environment and flexibility to work wherever you can get wifi

Time to Disconnect

Flexible paid vacation, 12 paid company holidays, and holiday closures between December 24th - January 1st

Your Workspace, Your Way

Company-provided laptop (Mac/PC), monthly internet reimbursement, and a build your own workstation bonus

Prioritizing Health and Wellness

Group health benefits for you and your family with no waiting periods, flexible sick days and various employee assistance programs

Find Work-Life Balance

Flexible work hours, 26 weeks of paid parental leave and extended leave support

Tailscalars work from around the world

We’re located in Canada, the United States and the United Kingdom.

Our interview process

Technical roles
Candidates interviewing for Engineering, Product, or Design roles, your interview process will look something like this:
Recruiter Interview
Hiring Manager Interview
Team Interviews (2-3)
Technical Working Session
Non-technical roles
Candidates interviewing for Marketing, Sales, Finance or other roles, your interview process will look more like this:
Recruiter Interview
Hiring Manager Interview
Team Interviews (2-3)

Open positions

We recognize and celebrate the diverse interests, experiences and backgrounds of our team. Tailscale welcomes all employees (and candidates) regardless of race, sex, color, religion, age, national origin, marital status, disability, veteran status, genetic information, sexual orientation, gender identity or any other reason prohibited by law as it relates to employment opportunities and benefits.

Throughout our hiring process, we are committed to providing a comfortable and accessible candidate experience. If there are any accommodations we can provide throughout our interview process (no matter how big or small!), please let us know!

Try Tailscale for free

Schedule a demo
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