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About the role

  • 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.

Responsibilities

  • Develop and execute Tailscale's global communications strategy to 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 and drive proactive media opportunities
  • Expand Tailscale's presence across podcasts, newsletters, creators, and technical communities
  • Own corporate communications for company 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 team members outside the CEO
  • Coordinate company narratives, major announcements, executive engagement, and communications campaigns 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 communications team while overseeing external agencies, communications processes, and performance measurement
  • Partner with the CEO and policy communications individual contributor on consistent narratives and 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 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, including prioritization, scalable process building, and impact measurement
  • Curiosity around and openness to leveraging AI to support operations and execution without replacing human taste and judgment
  • Hands-on, creative, and highly accountable leadership style; comfortable with ambiguity, rapid execution, and building from the ground up

Benefits

  • An inclusive, flexible environment where you can be your authentic self
  • Competitive total compensation package including a base salary, equity incentive plan, and variable commission for quota-based roles
  • Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for you and your family
  • 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
  • $1500 USD annually for professional development
  • Mentorship, coaching, and internal promotion opportunities
  • Flexible paid time off program
  • Company-owned laptop of choice (Mac or PC)
  • Monthly home internet reimbursement
  • $500 USD home office customization allowance
  • Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents
  • Accessible and inclusive hiring process with accommodations available

Job type

Full Time

Experience level

Lead

Salary

CA$254,600 - CA$317,580 per year

Degree requirement

No Education Requirement

Tech skills

Cyber Security

Location requirements

RemoteCanada

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