Head of Communications

Tailscale

. Develop and execute Tailscale's global communications strategy to strengthen brand awareness, reputation, and market leadership .

Posted 10/25/2026full-timeRemote • Canada, United StatesLead💰 CA$254,600 - CA$317,580 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive experience in public relations and corporate communications, with a strong focus on product communications and strategic media engagement. Proven ability to lead and develop communications teams while executing high-impact narratives and crisis management strategies.

Highest-signal resume keywords

Public Relations ExpertiseProduct CommunicationsStrategic Media EngagementTeam Leadership and DevelopmentCrisis Communications Management

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Product StorytellingMedia RelationsEditorial JudgmentImpact MeasurementStrategic Judgment

Soft Skills

Exceptional WritingCreative LeadershipOperational DisciplineCuriosity and Openness to AIComfort with Ambiguity

Industry Keywords

B2B TechnologyHigh-Growth CompaniesExecutive CommunicationsTechnical PublicationsAgency Partnerships

Tech Stack

Tools & technologies

Cyber Security

About the role

Key responsibilities & impact

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

What you’ll need

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

Comp & perks

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