[Hiring] Head of Communications @Tailscale

Role Description

We are seeking a strategic, creative, and highly experienced Head of Communications to lead and scale Tailscale's global communications function. This leader will shape how Tailscale is understood by the market, elevate our visibility in the media, and build the communications engine needed to support our next phase of growth.

Tailscale is a multi-product secure connectivity platform spanning networking, privileged access, workload connectivity, and AI infrastructure. We have an opportunity to help define the future of secure connectivity, establishing Tailscale as the obvious and best networking choice for AI and agentic infrastructure. We're looking for someone who can turn our technical innovation, customer impact, and vision into compelling stories that earn attention and establish Tailscale as a category leader.

Reporting to the SVP of Marketing, you will own:

• Product and corporate communications
• Public relations
• Media strategy
• Internal communications
• Crisis communications
• Award applications
• International communications and media relations
• New media engagement
• Executive communications across the leadership team outside the CEO

This is a builder role for someone who combines strong strategic judgment with exceptional execution. You will initially be hands-on while hiring and developing a small, high-performing team. You will work directly with leaders across Product, Engineering, Marketing, People, Legal, and the executive team to build a communications function that can scale with Tailscale's ambitions.

Qualifications

• 10+ years of experience in public relations, product communications, or corporate communications, ideally within high-growth B2B technology companies.
• Proven track record of securing meaningful earned media coverage and building strong relationships with influential journalists.
• Deep product communications expertise, with the ability to translate complex technical products into clear, compelling stories.
• Experience hiring, managing, and developing communications professionals and overseeing agency partners.
• Exceptional writing, storytelling, and editorial judgment across external, executive, and internal communications.
• Experience advising senior executives and navigating high-stakes or sensitive communications situations.
• Strong strategic judgment and operational discipline, with the ability to prioritize, build scalable processes, and measure impact.
• A hands-on, creative, and highly accountable leader who thrives in ambiguity, moves quickly, and is comfortable building from the ground up.

Requirements

• Curiosity around and openness to leveraging AI to support operations and execution but not replace human taste and judgement.

Nice to Have

• Experience in networking, cybersecurity, infrastructure, developer tools, or AI.
• Experience scaling communications at a high-growth, global technology company.
• Experience supporting fundraising, acquisitions, or pre-IPO communications as well as experience supporting a company through an IPO.
• Experience collaborating with teams who support analyst relations, public policy, or major industry research initiatives.

Benefits

• An inclusive, flexible environment where you can be your authentic self.
• A competitive total compensation package including base salary, equity, and comprehensive benefits.
• Comprehensive group benefits with no waiting period, including health, vision, dental, and more for you and your family.
• Remote first company with opportunities for virtual and in-person social events.
• Employer-funded retirement contributions with matching up to 0.75% of your eligible compensation.
• Support for personal and professional development with $1500 USD annually for professional development.
• Flexible, paid time off program to support work-life integration.
• Build-your-own home office setup with company-owned laptop and workstation customization budget.
• Paid parental leave program with top-ups for birthing and non-birthing parents.