Community Engagement and Advocacy Manager

The posting, as Tailscale wrote it

Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!

About Tailscale

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

About the Role

The Community Programs team creates the spaces, programs, and opportunities that help our community thrive. We're looking for a Community Engagement and Advocacy Manager to help us strengthen relationships with the people who use, build with, and advocate for Tailscale.

In this role, you'll own and grow three important areas of our community: the Tailscale Insiders advocacy program, our digital communities, specifically Discord and Reddit, and our Community Projects program.

You'll focus on creating meaningful opportunities for community members to connect, contribute, share their expertise, and be recognized for the work they do. Whether that's helping an Insider find their next speaking opportunity, bringing Tailscale staff into conversations on Discord, or showcasing an exciting community-built project, you'll help turn community participation into lasting relationships and advocacy.

You'll work closely with teams across Tailscale, including Developer Relations, Product, Engineering, Marketing, and Support, to connect community members with the right people, resources, and opportunities.

We're looking for someone who genuinely enjoys working with people, understands what makes communities thrive, and can turn ideas into thoughtful, well-run programs. You don't need to be deeply technical, but you should be curious about technology and excited to learn from the people building with it.

Key Responsibilities

Insiders Advocacy Program

• Own the strategy, day-to-day operations, engagement, and ongoing growth of the Tailscale Insiders advocacy program.
• Build and maintain meaningful relationships with Insiders, understanding their interests, expertise, motivations, and how they want to participate in the Tailscale community.
• Develop recurring engagement opportunities that help Insiders connect with one another and with teams across Tailscale.
• Identify opportunities for Insiders to contribute through speaking engagements, technical content, community events, product feedback, testing, and other initiatives.
• Partner with internal teams to create clear pathways for Insider

[…]
cription.

• Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
• Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
• Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
• Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .