Community Engagement and Advocacy Manager

Tailscale

4d•$144,000 - $177,000•Remote

About The Position

The Community Engagement and Advocacy Manager will strengthen relationships with people who use, build with, and advocate for Tailscale. The role owns and grows three areas: the Tailscale Insiders advocacy program, digital communities on Discord and Reddit, and the Community Projects program. It creates meaningful ways for community members to connect, contribute, share expertise, and receive recognition, turning participation into lasting relationships and advocacy. The manager works across Developer Relations, Product, Engineering, Marketing, and Support to connect community members with relevant people, resources, and opportunities. The role calls for someone who enjoys working with people, understands how communities thrive, can run thoughtful programs, and is curious about technology and eager to learn from the people building with it. The position is at a remote-first, fully distributed company; occasional travel may be needed to support community events, meetups, and other initiatives. Compensation includes a US base salary target range of $144,000–$177,000, equity, and comprehensive benefits. Individual offers may vary based on experience and skill set.

Requirements

3–5+ years of experience in community management, advocacy, community programs, developer communities, or related roles.
Experience owning and growing community programs, developing initiatives, coordinating stakeholders, and driving engagement.
Proven ability to build meaningful relationships with community members, advocates, contributors, and internal teams.
Experience managing and moderating online communities, including community guidelines and moderation tools, while maintaining healthy, inclusive environments.
Strong written and verbal communication skills and the ability to engage authentically and collaborate across teams.
Excellent organizational and program management skills; ability to manage multiple priorities, work independently, and navigate ambiguity.
Strong understanding of community engagement and advocacy, including recognizing contributors and turning feedback into meaningful improvements.
Genuine curiosity about technology and eagerness to learn about Tailscale's products and community.

Nice To Haves

Experience managing advocacy, ambassador, champion, or contributor recognition programs.
Hands-on experience managing Discord, Reddit, or similar platforms, including moderation bots and automation tools.
Experience working with developers, open source, infrastructure, networking, security, or other technology-focused communities.
Familiarity with community engagement and intelligence tools such as Common Room.
Experience developing AMAs, virtual events, member spotlights, and recurring engagement initiatives.
Experience identifying and amplifying community stories, projects, or contributor achievements.
Experience collaborating with Product, Developer Relations, Engineering, Marketing, or Support teams.
Willingness and ability to travel occasionally for community events, meetups, and other initiatives.

Responsibilities

Own the strategy, day-to-day operations, engagement, and growth of the Tailscale Insiders advocacy program.
Build relationships with Insiders, learn about their interests, expertise, motivations, and preferred ways to participate, and create recurring opportunities for connection.
Identify speaking, content, event, product feedback, testing, and other contribution opportunities for Insiders; coordinate with internal teams to create relevant participation pathways.
Identify and nurture emerging advocates, and manage Insider recruitment, onboarding, recognition, and ongoing engagement.
Gather feedback and track participation, contributions, engagement, and outcomes to improve and communicate the impact of the Insiders program.
Own strategy, day-to-day engagement, and community experience across Tailscale's Discord and Reddit communities.
Develop and run community events, AMAs, discussions, member spotlights, and other initiatives that encourage participation and connection.
Bring Tailscale staff into community conversations and coordinate engagement around product launches, announcements, and company initiatives.
Manage community moderation, including guidelines, moderation tools and bots, volunteer moderators, and escalation of sensitive issues.
Use member feedback, participation, conversations, and engagement metrics to improve community experiences, share insights internally, and inform strategy and product decisions.
Recognize active community members and contributors and create opportunities for deeper involvement and advocacy.
Own the strategy, operations, and growth of the Community Projects program and develop a repeatable process to discover, submit, review, track, and showcase projects.
Build relationships with project creators and partner with Developer Relations, Marketing, Product, and Engineering to develop project-based content, demos, documentation, social content, and showcases.
Create ways for project creators to share their work through events, presentations, blog posts, videos, and other channels; identify noteworthy uses of Tailscale and surface them to internal teams.
Recognize and credit project contributors, and track program activity and outcomes to show how projects support advocacy, learning, and awareness of Tailscale.

Benefits

Competitive compensation package including base salary, equity incentive plan, and variable commission for quota-based roles.
Comprehensive group health, vision, and dental benefits, with no waiting period, for employees and their families.
Employer-funded retirement contributions with dollar-for-dollar matching, up to an annual employer contribution of 0.75% of eligible compensation.
$1,500 USD annually for professional development, plus mentorship, coaching, and internal promotion opportunities.
Flexible paid time off.
Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents.
Company-owned laptop choice (Mac or PC), monthly home internet reimbursement, and $500 USD for home office setup.
Corporate co-working program and virtual and in-person social events, including an annual company retreat and team off-sites.
Equity incentive plan.
Flexible work environment that supports work-life integration.