Product Engineer, Tailscale
Billing
CA$218.4-273.4k
Plus equity
More information about location
A zero config VPN for building secure networks
Job no longer available
A zero config VPN for building secure networks
101-200 employees
Job no longer available
CA$218.4-273.4k
Plus equity
More information about location
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
- Proficiency with Golang
- Strong track record of working with a product mindset and influencing product strategy
- Billing systems experience including Stripe integrations
- Experience with backend and client development
- User-focused design and problem-solving abilities
- Cross-functional collaboration and communication skills
- Excellent written and verbal communication skills
- Ability to give and process constructive feedback, as well as work independently
- Flexibility to adjust to the dynamic nature of a startup
- Adaptable development and iterative mindset
- The ability to think on your feet, collaborate with highly technical teams, and be comfortable working asynchronously are essential
What the job involves
- Develop the Tailscale product, contributing to client code and backend services
- Develop our billing integration with a third-party service, strengthening our end-to-end billing experience
- Lead projects related to pricing plans and billing
- Take ownership of the entire product lifecycle, from writing code to product ideation and strategic decision-making
- Work closely with UX/UI designers and product managers to shape features
- Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who can help move the product forward
- Cross-functional teamwork: Collaborate with designers, PMs, and other engineers
- Product ideation: Contribute creative ideas for product features
- Code client & backend: Develop Tailscale product features collaboratively
- Code reviews: Conduct and participate in the code review process
- Continuous improvement: Enhance product quality and maintainability
- Product strategy: Influence roadmap with technical insights
- Prototyping: Create technical prototypes for potential features
- Use feedback: Incorporate user feedback and insights into the development process
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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