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Full Time Remote

ChatGPT Content Creator

📍 Remote - Canada, Canada 💵 CA$ 127,300 – 159,460 / yr 2 hours ago

Department: Education Shift: Flexible Shift Location: Remote Salary: CA$ 127,300 – 159,460 / yr

Tailscale is a technology company focused on making secure network connectivity simple and accessible.

Its software enables individuals and organizations to securely connect people, devices, applications, and internal resources regardless of where they are located.

From individual developers and hobbyists to large multinational organizations, customers use Tailscale to protect networks, securely access internal systems, and simplify connectivity between distributed devices and teams.

Founded in 2019, Tailscale operates as a fully distributed company and is backed by investors including Accel, CRV, Insight Partners, Heavybit, and Uncork Capital.

The company’s broader goal is to create an Internet experience where secure connectivity is straightforward, reliable, and easy to manage.

About the Role

Tailscale is hiring a Technical Growth Content Specialist to create educational and technically accurate content that helps enterprise buyers and technical professionals discover, understand, evaluate, and adopt Tailscale.

This position combines elements of technical writing, growth content marketing, developer education, SEO, AI search optimization, and product storytelling.

Working closely with the AI & Organic Search Manager, you will transform customer questions, product releases, search trends, community conversations, and industry developments into valuable technical resources.

Content will be developed for both traditional search engines and emerging AI-powered discovery platforms, including ChatGPT, Gemini, and AI Overviews, as well as social and developer communities where technical audiences discover new products.

Success in this position is based on the quality, usefulness, discoverability, and measurable business impact of the content produced rather than simply publishing a high volume of articles.

Key Responsibilities

Technical Content Creation

Develop practical, educational content that helps technical and enterprise audiences understand and successfully use Tailscale.

Content may include:

  • Technical tutorials.
  • Implementation guides.
  • Product comparisons.
  • Educational articles.
  • Demonstrations.
  • Technical resources.
  • Product-focused content.
  • Search-driven educational pages.

You’ll gain hands-on experience with the Tailscale product so that your content reflects genuine technical understanding rather than surface-level research.

Growth-Focused Content

Turn search data, customer questions, product developments, and community conversations into content capable of generating measurable business growth.

The position carries responsibility for specific performance metrics, including areas such as product adoption and self-service revenue.

You’ll continuously evaluate which topics and formats generate meaningful results and use those insights to guide future content decisions.

Community & Trend Monitoring

Follow relevant conversations taking place across technical communities and social platforms, including Reddit, Hacker News, and X/Twitter.

Identify emerging questions, problems, discussions, and trends that could become valuable content opportunities.

Some topics may require rapid execution, with content developed during the same week or even the same day when appropriate.

Search & AI Discoverability

Collaborate closely with the AI & Organic Search Manager to identify opportunities for improving Tailscale’s visibility across traditional and AI-powered search experiences.

Apply SEO and modern AI-discoverability practices when developing and optimizing content.

You’ll help create resources that can perform across conventional search engines as well as AI-driven platforms and answer engines.

AI-Assisted Content Development

Help develop an AI-first content workflow that uses Artificial Intelligence to improve research, ideation, drafting, optimization, and content-production efficiency.

The goal is not simply to generate more content, but to use AI strategically to produce better technical resources more efficiently while maintaining high editorial and technical standards.

Cross-Functional Collaboration

Work with teams across:

  • Product Marketing.
  • Product.
  • Engineering.
  • Developer Relations.
  • Documentation.
  • Marketing.
  • Technical subject-matter experts.

These partnerships will help ensure published materials remain technically accurate, relevant, and genuinely useful to Tailscale’s audience.

Content Optimization

Regularly review existing content and identify opportunities to improve its accuracy, usefulness, search visibility, and business performance.

Use performance data and customer feedback to refresh, expand, consolidate, or optimize existing resources.

Requirements

Tailscale is looking for candidates with approximately 3–6+ years of relevant professional experience in areas such as:

  • Technical content marketing.
  • Technical writing.
  • Developer marketing.
  • Technology journalism.
  • Growth content.
  • Developer education.
  • Related technical communications roles.

Candidates should also demonstrate:

  • Excellent writing and editing abilities.
  • Ability to explain complicated technical subjects clearly and accurately.
  • Familiarity with SEO and AI-search discoverability practices.
  • Strong curiosity and willingness to learn unfamiliar technologies.
  • Experience producing educational materials for technical or enterprise audiences.
  • Ability to learn and work directly with technical products.
  • Experience using AI tools for research, drafting, editing, and improving content-production workflows.
  • Strong collaboration skills.
  • Ability to work effectively with engineering, product, and marketing teams.
  • Excellent organizational and project-management capabilities.
  • Ability to maintain high editorial standards while producing content efficiently.

Preferred Qualifications

Additional experience that may strengthen your application includes:

  • Marketing or writing experience involving developer tools, infrastructure, networking, cybersecurity, or B2B SaaS.
  • Familiarity with GitHub, Markdown, HTML, or static-site generators.
  • Experience creating sample applications, demonstrations, or interactive technical resources.
  • Basic knowledge of programming or scripting languages such as Python, JavaScript, or Go.
  • Experience producing technical videos, diagrams, or other educational media.
  • Active involvement in developer communities through writing, speaking, open-source contributions, or personal projects.
  • An established audience on X/Twitter or an existing technology/AI blog.
  • Experience developing interconnected content clusters designed to establish topical authority and generate sustained organic growth.