Technical Writer

Job Application for Technical Writer at Tailscale Technical Writer Remote (Canada) Apply About Tailscale Tailscale is 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 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. Job Description We are looking for a Technical Writer to join our Documentation team to help us create and deliver world-class product documentation, tutorials, conceptual guides, and examples that help networking and security professionals and software engineers understand when, why, and how to use Tailscale's products and features. The ideal candidate will have a proven track record of producing high-quality product documentation for a highly-technical audience and have some experience with networking and security concepts. Key Responsibilities You'll use your experience as a writer and technical practitioner to produce, test, and maintain quality, consistent, contextualized, and technically accurate documentation for our products that help customers and prospects understand how Tailscale solves their existing problems. You’ll develop how-to guides, conceptual topics, reference guides, tutorials, and other technical content, and you’ll understand when each content type is appropriate. You’ll write content for a diverse audience including software developers, infrastructure engineers, security practitioners, and decision-makers, adjusting your content and tone to fit your audience. You’ll update and refine existing content to reflect changes to the product and feedback from training sessions, surveys, and collected metrics. You’ll build strong relationships as you collaborate with subject-matter experts, product managers, and your team to plan, organize, write, edit, review, and evolve our documentation. You'll collaborate with other content creators to ensure that content you develop aligns with the organization's goals and strategies, and you'll engage our community of users through active participation in our community spaces. You’ll support engineers and other subject-matter experts who contribute to our documentation, helping them improve their writing through guidance and content reviews. You’ll contribute to information architecture and platform improvements to help customers find answers faster. You'll become an expert in Tailscale's features and products, and understand our customer's needs and pain points so you can serve them better. What We Are Looking For You have at least 3 years of professional technical writing and editing experience creating high-quality, code-heavy product documentation and how-to guides for a diverse technical audience. You can explain how something works, as well as when and why a customer would need it. You are technically proficient. You have hands-on experience with networking or security products, and are comfortable in technical conversations with other practitioners, including engineers and product managers. You are comfortable with Git, GitHub, Markdown, and the command-line interface, and have experience using a docs-as-code publishing workflow. You’re a strong editor who can guide others through the outlining and writing process, and you can catch inconsistencies in tone, flow, and structure. You can drive multiple projects from the beginning to completion, and you can collaborate with other writers, editors, product managers, and subject-matter experts to deliver high-quality work at scale. You’re just as comfortable integrating the work of others as you are creating your own content, and you know how to use multiple tools and sources to deliver quality content. You have excellent written and verbal English communication skills, and you are as comfortable receiving and applying feedback as you are providing it to peers. You're excited to learn new technologies and grow your skills with a team of professional writers who care about documentation and customer experience. You're interested in how LLMs and automation can help writers produce and maintain content as products evolve. Nice to Have You have software development experience. You've contributed to open-source software projects or communities. As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. CAN Pay Range $115,240 - $143,380 CAD 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! What We Offer An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. 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, and the United Kingdom. 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 $1000 USD to customize your workstation to make it your own. Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks. 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 . 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