Head of Communications

Remote (Canada)RemoteFull-time$190k–$237k2026-10-25 → 2026-11-11

Remote

Core

Lead and scale global communications, PR, media strategy, and executive storytelling to establish Tailscale as a category leader in secure connectivity and AI infrastructure.

Role type

Head of Communications (Strategic, builder role)

Builds

Global communications function, media relationships, executive thought leadership programs, and internal comms engine

Domain

Cybersecurity, Networking, AI Infrastructure, B2B Technology

Required skills

Strategic judgment, earned media generation, technical product storytelling, team building, crisis management, executive advisory, operational discipline

Preferred skills

Experience in networking/cybersecurity/AI, fundraising/IPO support, analyst relations collaboration

Technologies

None stated

Responsibilities

Develop global communications strategy; lead product and technology communications; build journalist relationships; expand presence in emerging media; own corporate comms for milestones; build international programs; develop executive thought leadership; oversee internal communications; lead crisis communications; manage awards strategy; hire and develop communications team

Seniority

Senior, hands-on IC building a team

About Tailscale

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.