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Tailscale

Tailscale provides a zero-config VPN that creates secure networks using WireGuard protocol for easy device connectivity.

Hiring in North AmericaQuiet right now
Fully remote
4 open positions

Industry

Software/Networking

Headquarters

Toronto, Canada

Team Size

100-250

Founded

2019

Remote

Fully remote

Remote Hiring Profile

Tailscale hires remote teams across North America with a flexible approach to remote work. They currently have 4 remote positions listed on WorkAnywhere.pro.

Remote level:Unknown
Hiring regions:North America
Core timezones:UTC-8 to UTC-5
Remote roles on WA.pro:4

About Tailscale

Tailscale provides a zero-config VPN service that creates secure networks using the WireGuard protocol. Their platform enables organizations to connect devices, servers, and cloud resources seamlessly without complex firewall rules or network configuration. Typical customers include software developers, IT teams, and companies needing secure remote access to internal resources. The company operates as a fully distributed team with employees across multiple countries, emphasizing asynchronous communication and remote-first collaboration.

Tech Stack

Technologies this company commonly uses across product, data, and infrastructure.

Primary Tech

WI
Wireguard
Docker
Docker
Go
Go
SQ
Sqlite
Kubernetes
Kubernetes
HF
Hugging Face

Backend

Go
Go

Database

SQ
Sqlite

Infrastructure

WI
Wireguard
Docker
Docker
Kubernetes
Kubernetes

Data & ML

HF
Hugging Face
Tech stack generated automatically from public signals and job descriptions.Confidence ~ 56%

Company Culture

Tailscale operates as a fully remote, distributed company with a strong emphasis on asynchronous communication and documentation. The culture is engineering-focused with collaborative decision-making and a preference for written communication over meetings. Employees enjoy autonomy while working on technically challenging problems in networking and security.

Our Values

Security and privacy by design; Simplicity and ease of use; Open source contributions and transparency; Customer-focused problem solving; Distributed work as a first-class principle.

Benefits & Perks

Tailscale offers comprehensive health benefits, competitive salaries, and equity options for employees. As a fully remote company, they provide home office stipends and flexible work arrangements. Additional benefits typically include professional development budgets, generous vacation policies, and company-wide retreats for team building.

Roles & Teams We Hire For

Engineering75%
Product & Design25%

Skills & Tools You'll Use

terraformthreat modelinginfrastructure as codenetwork securitycontainer securitytlspkiansiblezero-trust networkingsecure connectivityiam integrationsgcpazuretcp/ipdnsroutingfirewalls
Hiring status: Quiet right now
1 new role in the last 30 days · Last remote job posted 16 days ago

Open Positions (4)

Brand Designer

Anywhere16 days ago

Security Infrastructure Engineer

AnywhereJan 18, 2026

Security Infrastructure Engineer

AnywhereJan 17, 2026

Solutions Engineer Commercial

CanadaJan 11, 2026