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How to Write a Resume for Tailscale

Tailscale is the zero-config VPN built on WireGuard that creates secure networks between your devices and servers. It makes networking simple: install Tailscale and everything just connects, with encrypted peer-to-peer connections. Used by individuals and enterprises alike, they're replacing traditional VPNs and making network security accessible.

Size

200+ employees

HQ

Toronto, Canada

What It's Like to Work There

Deeply technical and networking-focused. Toronto-based with a strong distributed team. The culture values first-principles thinking about networking and security. Intellectual and collaborative with a genuine focus on simplicity.

Resume Tips for Tailscale

1

Network programming experience is essential. Show you understand VPN protocols, WireGuard, NAT traversal, and peer-to-peer networking.

2

Go programming skills are critical. Tailscale's codebase is primarily Go.

3

Systems programming experience matters: understanding of operating systems, network stacks, and low-level networking.

4

If you've worked on security tools, encryption systems, or network infrastructure, that experience is directly relevant.

5

Open-source contributions are valued. Tailscale has significant open-source components.

Hiring Process

1

Application review with emphasis on networking and systems programming experience

2

Technical interview focused on networking protocols and Go programming

3

Pair programming or project involving networking challenges

4

Team conversations about distributed systems and network security

Interview Style

Systems-heavy interviews testing networking fundamentals, Go programming, and distributed systems knowledge. Expect questions about NAT traversal, WireGuard internals, and peer-to-peer networking.

Top Roles They Hire

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