Senior Manager, Developer Relations

Tailscale

4d • CA$268,000 - CA$301,500 • Remote

About The Position

Tailscale is seeking an experienced Senior Manager, Developer Relations to establish and expand Developer Relations as a key growth initiative. This role is responsible for building trust with technical communities, enhancing developer value from Tailscale, and driving significant business results. It's a senior player-coach position that blends team leadership, strategic program development, and hands-on developer advocacy. The successful candidate will lead the DevRel team, create scalable programs encompassing content, video, events, workshops, community engagement, and technical projects/integrations, ensuring alignment with developer needs and company objectives. This role requires close collaboration with Product, Engineering, Growth, Content, Sales, Customer Success, and the broader Marketing team. Key responsibilities include developing a clear roadmap, increasing the number of public representatives for Tailscale, and establishing the necessary systems and metrics for effective DevRel operations at scale. The ideal candidate possesses strong technical credibility, sound judgment, and a proven history of translating developer insights into programs that boost awareness, education, product adoption, and long-term trust.

Requirements

• 8+ years of relevant experience in Developer Relations, developer advocacy, engineering, or a related field
• 4+ years of experience managing, coaching, or leading technical contributors and scaling a DevRel or similar function
• Strong technical foundation and the ability to communicate credibly with developers, engineers, and technical decision-makers
• Experience building and operating multi-channel DevRel programs rather than relying on individual content creation alone. Demonstrated ability to make portfolio-level tradeoffs.
• Proven ability to translate company and product priorities into a clear DevRel strategy, roadmap, and execution plan. Track record of connecting DevRel strategy to measurable product or business outcomes.
• Strong program management skills, including planning, prioritization, delegation, and proactive risk communication
• Strong product instincts and experience creating developer-facing content such as technical videos, demos, talks, workshops, tutorials, or written content that meaningfully resonates with a technical audience
• Strong written and verbal communication skills, including the ability to explain complex technical concepts clearly and engagingly
• Experience with and joy for collaborating cross-functionally with Product, Engineering, Marketing, Growth, Sales, or Customer Success teams
• Ability to balance hands-on execution with team leadership and long-term program development
• Strong judgment about audience, channel, technical depth, and the level of polish required for different initiatives
• Experience defining and reporting on DevRel metrics, program performance, or contribution to product and business outcomes
• Comfortable operating in an ambiguous, fast-moving environment and creating clarity through direct communication and documented plans
• Low ego, high horsepower with a “yes, and” mindset to collaboration
• You have tried and used Tailscale.

Nice To Haves

• Experience leading DevRel for a developer-focused infrastructure, networking, security, or open-source product
• Deep familiarity with Tailscale, WireGuard, networking concepts, identity-based access, or Zero Trust architecture
• Experience supporting product-led growth or self-serve adoption
• Experience building technical integrations, example applications, community tools, or open-source projects
• Established experience speaking at conferences, hosting technical videos, or facilitating developer workshops
• Experience developing new public-facing technical voices within a team or company
• Familiarity with measuring developer journeys from content engagement through signup, activation, and paid conversion
• Experience managing agency partners, contractors, program budgets, or external contributors
• Experience working in a fast-paced startup or scale-up environment

Responsibilities

• Own Tailscale’s Developer Relations function end-to-end, including its strategy and roadmap, aligning programs and priorities with Tailscale’s positioning, product strategy, and business goals.
• Build and lead a high-performing DevRel organization. Manage, coach, hire for, and develop the DevRel team by setting clear expectations, delegating meaningful ownership, and helping team members grow. In this role, we expect you to hire and develop both senior and junior technical talent.
• Build and scale repeatable DevRel programs across technical content, product integrations, YouTube, talks, demos, workshops, events, community, and other developer-facing channels. You will own the portfolio of DevRel investments and will have to manage resourcing and priorities across this portfolio to deliver developer and business impact.
• Serve as a visible technical voice for Tailscale through hands-on work such as videos, presentations, demos, integrations, workshops, and community engagement. It is important you maintain strong personal technical credibility and selectively serve as a public technical voice for Tailscale through high-leverage engagements.
• Develop new technical voices and contributors both inside and outside Tailscale so Tailscale’s DevRel presence extends beyond any one individual.
• Lead community-focused technical initiatives that identify unmet developer needs, support strategic partnerships, and enable emerging use cases.
• Maintain a clear, shared DevRel roadmap and activity calendar with defined owners, timelines, audiences, and intended outcomes.
• Ensure DevRel work is technically accurate, engaging, relevant to its intended audience, and aligned with current product positioning.
• Partner closely with Product, Engineering, Growth, Content, Sales, and Customer Success to coordinate launches, educational initiatives, and developer feedback. Influence product strategy by identifying developer workflows and ecosystem opportunities where Tailscale can create differentiated value, and work with Product and Engineering leaders to validate and prioritize those opportunities. Act as the senior DevRel partner for major launches and strategic bets.
• Define, track, and regularly report on DevRel performance, including audience growth, engagement, product activation, integration adoption, and contribution to the self-serve funnel.
• Use qualitative developer insight and performance data to prioritize programs, improve execution, and demonstrate the value of DevRel investments.
• Manage DevRel budgets, vendors, tools, capacity planning, and resourcing while balancing quality, speed, and business impact.

Benefits

• Comprehensive group benefits with no waiting period (health, vision, dental, and more for you and your family)
• Remote first company with options for virtual and in-person social events, and corporate co-working program access
• Employer-funded retirement contributions (Tailscale matches retirement contributions dollar-for-dollar, up to 0.75% of eligible compensation)
• Annual company retreat, team off-sites, and in-person collaboration opportunities
• Support for personal and professional development ($1500 USD annually for professional development, mentorship, coaching, and internal promotion opportunities)
• Flexible, paid time off program
• Build-your-own home office setup (company-owned laptop, monthly home internet reimbursement, $500 USD for customization)
• Paid parental leave program (20 weeks for birthing parents, 16 weeks for non-birthing parents)

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed