Head of Communications shaping global PR, product storytelling, and executive communications for Tailscale's secure connectivity platform. Leading a distributed communications team and international media strategy.
Responsibilities
Develop and execute Tailscale's global communications strategy
Strengthen brand awareness, reputation, and market leadership
Lead product and technology communications, including product launches, customer stories, sustained product storytelling, independent reviews, technical publications, comparisons, creators, third-party validation, and research-led PR
Build relationships with business, technology, cybersecurity, and AI journalists
Drive proactive media opportunities and increase Tailscale's share of voice
Expand presence across podcasts, newsletters, creators, and technical communities
Own corporate communications for milestones, strategic partnerships, funding announcements, and other business developments
Build and scale international communications programs, including regional media relations and agency partnerships
Develop executive communications and thought leadership programs for leadership outside the CEO
Coordinate company narratives, major announcements, and executive engagement with the CEO and policy communications leaders
Oversee internal communications, including company-wide messaging, all-hands, organizational changes, and employee engagement communications
Lead crisis communications and establish response plans with Legal, Security, Engineering, and leadership
Own awards and recognition strategy
Hire, manage, and develop a high-performing communications team
Oversee external agencies, communications processes, and performance measurement
Partner with the CEO and policy communications individual contributor to maintain consistent narratives and support policy communications initiatives
Requirements
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 relationships with influential journalists
Deep product communications expertise and ability to translate complex technical products into 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, including prioritization, scalable process building, and impact measurement
Curiosity about and openness to leveraging AI to support operations and execution
Hands-on, creative, highly accountable leadership style; ability to thrive in ambiguity and build from the ground up
Nice to have: experience in networking, cybersecurity, infrastructure, developer tools, or AI
Nice to have: experience scaling communications at a high-growth, global technology company
Nice to have: experience supporting fundraising, acquisitions, pre-IPO communications, or an IPO
Nice to have: experience collaborating with analyst relations, public policy, or major industry research teams
Benefits
Base salary, equity incentive plan, and variable commission for quota-based roles
Inclusive, flexible work environment
Health, vision, and dental coverage with no waiting period
Remote-first work environment
Virtual and in-person social events
Corporate co-working program
Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to 0.75% of eligible compensation annually
Annual company retreat and team off-sites
$1,500 USD annually for professional development
Mentorship, coaching, and internal promotion opportunities
Flexible paid time off program
Company-owned laptop (Mac or PC)
Monthly home internet reimbursement
$500 USD home office workstation customization allowance
Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents
Signals and Communications Technician maintaining and troubleshooting railway signaling, communications, and data - network systems for CPKC. Supporting safe train operations through equipment repairs, inspections, and compliance.
Advancement Communications Specialist supporting ReFrame Ministries’ donor communications and digital campaigns. Creating email, social media, and direct - mail content while tracking campaign performance.
Communications co - op student supporting Black & McDonald’s marketing content, campaigns, and corporate communications. Creating content, analytics, and event materials in a hybrid Markham role.
Director leading strategic communications, reputation, and public affairs for British Columbia’s energy resources regulator. Advising executives and managing complex stakeholder and crisis communications.
Communications analyst developing research, policy content, and public materials for Canada’s Indigenous language commission. Supporting reports, campaigns, social media, and stakeholder communications.
Communications Coordinator supporting Canada’s Indigenous language revitalization mission through campaigns, publications, graphic design, and social media. Coordinating bilingual communications projects, events, and digital content.
Internal communications specialist shaping EY’s Service Line storytelling and leadership messaging. Creating campaigns, executive content and employee communications for Canada’s Brand, Marketing and Communications team.
CBC communications officer executing marketing, social media, events, and community engagement. Supporting programming and audience growth across Atlantic Canada and Quebec.
Head of Communications shaping global PR, product storytelling, and executive communications for Tailscale’s secure connectivity platform. Building the communications function and team for global growth.
Strategic Communications Specialist developing integrated content and social strategy for Kepler Communications’ on - demand space - connectivity business. Translating complex satellite technology into compelling communications.