Customer Support Engineer, Tailscale
United Kingdom
£76.6-95.6k
+ Equity
A zero config VPN for building secure networks
Be an early applicant
A zero config VPN for building secure networks
101-200 employees
Be an early applicant
£76.6-95.6k
+ Equity
101-200 employees
Company mission
To remove overhead and complexity from the “long tail” of software and operational problems that people face every day.
Role
Who you are
- If you’re passionate about solving customer issues and providing high-quality support, this is the role for you!
- Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who can think on their feet, enjoys collaborating with highly technical teams, and is comfortable working asynchronously
- 4+ years experience in a support role within a SaaS company
- 1+ years experience with network troubleshooting. You should know what NS lookup and IP tables are. Extensive experience with Tailscale is even better!
- Interpersonal communication skills and the ability to work effectively on a team
- Excellent written communication skills. Much of the role is via email and async slack conversations
- A strong desire to work with customers and partners in solving problems
- Preference will be given to candidates based in the Pacific time zone
What the job involves
- We’re seeking a new full-time Customer Support Engineer to join our growing team
- In this role, you will be responsible for providing technical support for individuals, teams, and companies using Tailscale
- You’ll be part of a growing team of engineers focused on delivering excellent support and proactively solving friction through partnering with our Sales, Product, and Engineering teams
- This doesn’t mean we are going to give you more work than you can handle– we want to understand your special, niche skills and enable you to bring them to work with you
- Become an expert in the use of the Tailscale product, including Access Control, Authentication, and Routing features
- Handle support requests from customers regarding issues occurring in their use of the product
- Work closely with Customer Success, Sales, and Engineering to help users successfully deploy the Tailscale product
- Collaborate with our Engineering team to debug and fix customer issues
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 plan to develop its product further by tackling the complexity of software and confront operational problems that people face daily. The company continues its expansion by empowering small teams to build systems that scale, without scaling overhead.
Steph
Company Specialist at Welcome to the Jungle
Insights
81% employee growth in 12 months
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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