Full Stack Software Engineer, Tailscale

$145-265k

React

CSS

TypeScript

HTML

macOS

Java

iOS

Android

Kotlin

Swift

Windows

Adjust

Golang

Junior, Mid and Senior level

Remote from Canada, US

A zero config VPN for building secure networks

Job no longer available

A zero config VPN for building secure networks

201-500 employees

B2CB2BSecurityContentSaaSAPICyber Security

Job no longer available

$145-265k

React

CSS

TypeScript

HTML

macOS

Java

iOS

Android

Kotlin

Swift

Windows

Adjust

Golang

Junior, Mid and Senior level

Remote from Canada, US

201-500 employees

B2CB2BSecurityContentSaaSAPICyber Security

Company mission

To remove overhead and complexity from the “long tail” of software and operational problems that people face every day.

Job

Company

Role

Who you are

A highly motivated individual capable of propelling the product forward. Your ability to think critically, collaborate seamlessly with highly technical teams, and operate comfortably in an asynchronous work environment are indispensable
Proficiency with Golang
Web front-end development in React and Typescript, with a strong grasp of HTML/CSS fundamentals
Experience with one or more applications front-end ecosystems
Windows using Win32
MacOS and iOS using Swift
Android using Java or Kotlin
Working with UX Researchers, Product Managers, and Designers to define the user experience
Ability to give and process constructive feedback, as well as work independently
Excellent written and verbal communication skills
Flexibility to adjust to the dynamic nature of a startup
Adaptable development and iterative mindset
Bring a special focus on front-end engineering both for web properties and for client applications running on user devices
Expertise with multiple front-end ecosystems (listed below) is a strong plus, but if you primarily specialize in only one of these we’d still encourage you to apply

What the job involves

We’re in search of a skilled and dedicated full-time Full Stack Software Engineer with a frontend focus to join our expanding team. As a crucial member of our engineering team your role will encompass:
Help develop the Tailscale product, making contributions to both client-side and server-side code, as well as associated services
Work as part of a team of engineers and designers to add features in the Tailscale service
Take a holistic view of the product, from customer needs to client applications to the admin console

Our take

The internet is a global phenomenon, but often online activity is unprotected which leaves users vulnerable to hackers on public networks. Additionally certain sites are inaccessible or censored depending on the users location. Use of a VPN enables a secure connection through an encrypted virtual tunnel which also disguises IP addresses. Traditional VPN's tunnel all network traffic through a central gateway server which can affect reliability, and VPN's almost always slow connection speed.

Tailscale is a VPN service built on top of a secure network fabric, which is unlike a traditional VPN provider as it ensures encrypted point-to-point connections by using the open source WireGuard protocol. Tailscale is configured, on average, in a matter of minutes, while other solutions take weeks to fully implement and then require several hours a week of maintenance.

The product has been well received, with reviewers agreeing that it is easy to set up and a great tool for developers. The company plans to develop its product further by tackling the complexity of software and confronting operational problems that people face daily. Off the back of impressive 2025 funding, Tailscale is expanding its engineering, product and sales teams as well as its global reach, all to empower small teams to build systems that scale, without scaling overhead.

Steph

Company Specialist at Welcome to the Jungle

Insights

Top investors

81% employee growth in 12 months

Trustpilot (4.4)

Company

Funding (last 2 of 4 rounds)

Apr 2025

$160m

SERIES C

May 2022

$100m

SERIES B

Total funding: $275m

Company benefits

Flexible (and reasonable) working hours—work/life balance is exceptionally important to us
Competitive compensation, stock options and 401(k) (for United States-based employees)
Comprehensive medical/dental/vision benefits, and more
4 weeks of paid vacation (standard across the company) + 12 company holidays per year
An allowance for equipment to help you personalize your workspace

Company HQ

King West Village, Toronto, ON

Leadership

Avery Pennarun

(Co-Founder & CEO)

A range of experience in software engineering including Senior Staff Software Engineer at Google Fiber. They co-founded EQL Data in 2009.

David Crawshaw

(Co-Founder & CTO)

Previous experience includes working as a Staff Software Engineer at Google before co-founding Tailscale.

David Carney

(Co-Founder)

Co-founded Format in 2012, working as a Full Stack Developer, COO and CFO. Also co-founded Form & Method and The Navarra Group.

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