255K–318K CAD / year
Head of Communications
MarketingRemote — Canada, United States, United Kingdom, Singapore
Published on 2026-10-25
These details were extracted automatically from the original listing. They may not be complete or fully up to date — it's worth checking the original job post.
About this role
Lead and scale Tailscale’s global communications function, shaping the company’s market narrative and visibility as a leader in secure connectivity. The role spans product and corporate communications, media relations, executive and internal communications, and crisis response. It is a hands-on leadership role that begins with building a small team and communications processes.
About the company
Tailscale builds a zero-config mesh VPN on WireGuard so teams can securely connect devices, servers, and cloud resources without traditional VPN complexity.
What you'll do
- Develop and execute global communications strategy to strengthen brand awareness and market leadership
- Translate technical innovations, launches, and customer stories into compelling media narratives
- Build relationships with business, technology, cybersecurity, and AI journalists
- Expand engagement with podcasts, newsletters, creators, and technical communities
- Lead communications for company milestones, partnerships, and other business developments
- Build international communications programs and regional media relationships
- Develop executive communications and thought leadership for leaders outside the CEO
- Oversee internal communications, crisis communications, awards, agencies, and team development
What we're looking for
- 10+ years in public relations, product communications, or corporate communications, ideally in high-growth B2B technology
- Track record of securing meaningful earned media coverage and building journalist relationships
- Expertise translating complex technical products into clear stories
- Experience hiring and managing communications professionals and agency partners
- Exceptional writing, storytelling, and editorial judgment
- Experience advising senior executives and handling sensitive communications
- Strong strategic judgment, operational discipline, and ability to build scalable processes
- Hands-on, accountable leader comfortable with ambiguity and building from the ground up
Nice to have
- Experience in networking, cybersecurity, infrastructure, developer tools, or AI
- Experience scaling communications at a global technology company
- Experience with fundraising, acquisitions, pre-IPO, or IPO communications
- Experience collaborating with analyst relations, public policy, or industry research teams
Benefits
- Equity incentive plan
- Remote-first work and coworking program
- Employer retirement contributions matched up to 0.75% of eligible compensation
- Flexible paid time off
- 20 weeks of parental leave for birthing parents and 16 weeks for non-birthing parents
- $1,500 USD annual professional development budget
- Company laptop, monthly home internet reimbursement, and $500 USD home-office allowance
- Health, vision, and dental coverage with no waiting period