Solutions Engineer Manager, Tailscale
Commercial
CA$335-402k
OTE
+ 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
CA$335-402k
OTE
+ 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 are passionate about people leadership, networking, and security, and are excited about working at a fast-growing startup we want to talk to you!
- 3+ years of experience in a management role
- 5+ years of experience in a technical, customer-facing role such as a Solutions Engineer, Sales Engineer, or similar
- Excellent communication and presentation skills
- Familiar with networking and security concepts
- Solid technical background with understanding and/or hands-on experience in software development, and web technologies (cloud architecture, CI/CD, etc)
What the job involves
- We are looking for a Manager, Solutions Engineering -Commercial to join our rapidly growing team
- The Solutions Engineering team is responsible for customers through the full customer journey (pre-sales to post-sales) by helping to design, implement, and manage their Tailscale deployment to ensure their business objectives are met
- The team works closely with Tailscale Sales and Customer Success teams to provide technical expertise and also collaborates with Marketing, Product, and Support
- As Manager of Solutions Engineering, you will lead a team that has a major impact on our customer experience, success, and growth
- Manage and grow a small team, developing their skills, helping advance their careers, and recruiting additional team members
- Set a high standard for your team for customer evaluations and successful rollouts, contributing to new customer acquisition and the expansion of customers
- Work closely with our Sales team to meet and exceed revenue goals
- Collaborate with teams across Tailscale to improve our customer experience, proof of concept process, sales materials, documentation, and more
- Provide feedback to Product and Engineering teams on customer needs and product improvements
- Stay up-to-date on the latest cloud, network, and security technologies and trends, and ensure your team invests in education and development
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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