OverviewTailscaleis building the new Internet 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 every day to protect their networks, share access to internal tools, and more. Founded in 2019 and fully distributed, we are backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.Job DescriptionTailscale is looking for a Developer Advocate who specializes in all aspects of producing technically led, long-form, educational, and inspirational video content. This role focuses on creating clear, engaging videos that help developers understand not just how Tailscale works, but why it works the way it does and how those decisions affect the solutions they build.ResponsibilitiesOwn large portions of the production lifecycle of our video output, from topic identification to scripting, recording, editing, publishing, and measuring impact. exercise strong judgment to decide what deserves depth and how to explain complex technical ideas without oversimplifying.Ship high-quality videos on a regular, quick-paced cadence; this is a hands-on, on-camera role.Explain nuanced technical concepts to developers, write demos or examples when appropriate, and maintain a calm, credible presence.Initially join the established YouTube presence as part of the Developer Relations team and evolve Tailscale’s video strategy, formats, and voice over time. Represent Tailscale publicly at conferences and in-person events as a brand steward.What We Are Looking ForVideo and post-productionDemonstrated experience creating long-form,



technically focused video content for developer audiencesAbility to explain systems and trade-offs clearly without hypeAbility to independently own most of the video production lifecycle (topic selection, framing, scripting, recording, editing, post-production)Editorial judgment in selecting topics, calibrating depth, and prioritizing clarity over exhaustive coverageProven ability to ship consistently on a regular cadence without sacrificing qualityFamiliarity with using audience signals (retention, feedback, comments, usage patterns) to refine future contentTechnical Fluency and Product UnderstandingStrong understanding of where Tailscale fits in its ecosystem and how we make connectivity easier for developersFamiliarity with developer tooling, workflows, and environmentsComfort learning and explaining technical systems well enough to justify why they workAbility to write or adapt demos, examples, or walkthroughs to support video contentExperience with open-source, networking, infrastructure, homelab, self-hosting, or distributed systems is a plusCuriosity and willingness to dig into unfamiliar technical areas to teach them accuratelyDeveloper Relations SupportSupport DevRel during events, conferences, and community moments (up to 20% travel)Help capture and amplify technical talks, live demos, and community interactions as neededSurface developer stories and use cases showing how people use Tailscale in the real worldQualifications1–3+ years experience creating technical, educational,



or developer-focused content (video, talks, tutorials, or similar)Hands-on experience with video production tools and workflows (Adobe Suite, Final Cut Pro, frame.Io), including scripting or outlining, recording, and editing long-form contentStrong written and verbal communication skills, with the ability to explain technical concepts clearlyComfort learning technical concepts related to developer tooling, infrastructure, or networking to create educational contentComfortable presenting on camera and explaining technical ideas to a developer audienceFamiliarity with video performance metrics (watch time, retention, engagement) and using feedback to improve contentAbility to manage multiple workstreams and meet publishing deadlinesCollaborative mindset, with experience working with engineers, product managers, or other technical stakeholdersWillingness to participate in public-facing work such as videos, talks, or occasional in-person eventsNice to HavePrior experience in Developer Relations, technical education, or developer marketingBasic familiarity with programming or scripting (e.G., Go, JavaScript, Python) or a demonstrated willingness to learnExperience contributing to or maintaining a public content portfolio (YouTube channel, blog, talks)Compensationand benefits: Tailscale maintains fair compensation practices. The salary range shown is the target base salary for new hires and may vary based on experience and skill.CAN Pay Ranges$136,680—$171,520 CADNote: Do not rely on emails outside tailscale.Com, greenhouse.Io, or interviews.Modernloop.Io for official communications. For scam awareness visit tailscale.Com/scam-awareness.#J-18808-Ljbffr

📌 Developer Advocate (Video) - C$136,680 - C$171,520 A Year - Remote (Toronto)
🏢 Tailscale
📍 Toronto