Location: NYC NoHo Office (5 days a week)
About This Opportunity
Help 1,500 people at Automattic use AI tools exceptionally well. Not just “here’s how to use Claude”, but “here’s how to build custom agents for your workflow,” “here’s how to debug when Cursor gets stuck,” “here’s the skill I wrote that solves this exact problem you’re facing.” This is developer advocacy turned inward. You’re embedded with Automattic’s engineers, designers, and product teams, helping them level up their AI capabilities through hands-on teaching, tool development, and deep technical expertise. You’re technically experienced enough to build solutions yourself (scripts, agent skills, integrations, demos), but your superpower is translating that knowledge into practical help for others. You might also be an experienced software engineer with a passion for and experience in enabling others around you. You’ll work in-person with our NYC AI team while supporting enablement efforts globally across Automattic’s distributed organization. What You’ll Do
Run workshops and training sessions on AI tools (Claude Code, Cursor, emerging platforms); host office hours where people bring real problems and you solve them together. Build Claude Project skills, custom agents, and scripts that make AI tools more useful for Automattic workflows. Manage vendor relationships: work directly with AI tool providers to influence roadmaps, secure early access to features, troubleshoot enterprise adoption issues, and coordinate renewals and expansions. Create practical enablement materials: video tutorials, written guides, example projects, and documentation that engineers and non-engineers can actually use. Pair program with engineers to teach AI-assisted development workflows; help designers, PMs, and support teams adopt AI effectively. Drive workflow transformation: identify where teams are stuck in old patterns, design adoption strategies that meet people where they are, turn skeptics into advocates through hands-on problem solving. Stay deeply current on the AI tool landscape; experiment with emerging capabilities and share what works (and what doesn’t). Coordinate with our AI Enablement, Learn, and DevEx teams on education efforts; build internal community around AI best practices. You’ll Thrive Here If You
Have 3-5+ years as a software engineer, developer advocate, or similar technical role. You’ve shipped code and helped others ship code. Live deep in the AI tools ecosystem. Beyond Claude, Cursor, and ChatGPT, you know the niche players, e.g. n8n for automation, specialized agents, emerging platforms most people haven’t heard of yet. You can recommend the right tool for any given scenario, not just the obvious ones. Excel at teaching and communication. Comfortable running workshops, creating documentation, and helping people one-on-one. Can translate technical concepts for diverse audiences, from engineers to designers to PMs. Get more satisfaction from teaching than building alone. You’re energized by the “aha!” moment and want your impact multiplied through helping others. Technical Experience We Value
Experience building with LLM APIs (OpenAI, Anthropic, etc.) and understanding prompt engineering, RAG, and applied AI techniques. Previous software engineering, developer relations, developer advocacy, or technical education experience. Track record creating technical content: blog posts, video tutorials, conference talks, or documentation. Open source contributions or community building experience. Understanding of multiple programming languages and development workflows. Bonus Points
WordPress or PHP experience. Experience building internal tools or developer productivity solutions. Background in technical training or curriculum development. Active presence in developer communities or AI tool ecosystems. Have a deep software engineering background and care deeply about enabling others. At Automattic, we use global salary ranges that do not vary by location. However, because this role is required to be based in our New York City office 5 days a week, we have applied an adjustment to the global band to support additional costs associated with the office-based role requirements.
The salary for this role is $150,000–$230,000 USD. If you later move to a different team or role at Automattic that is not NYC office‑based, your salary would be adjusted to the applicable global pay band for that role, which could result in a reduction in salary. Note that the global range would apply even if your chosen location of residence is NYC. We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring. Resume/CV is encouraged. This role requires both hands-on technical building and teaching/enablement skills. Please describe your experience with both in your application. Describe your hands-on experience with AI coding tools: Which AI tools do you use daily (Claude Code, Cursor, GitHub Copilot, etc.)? What have you built or customized using AI tools? What’s one frustrating limitation you’ve encountered and how did you work around it? What is your GitHub profile URL? * This role requires working in-office in NYC 5 days per week. What is your current situation? * Which programming languages are you proficient in? Proficient means you\'ve shipped production code or built working tools in this language within the past 2 years. * JavaScript/TypeScript PHP Other (specify below) Follow-up: Briefly describe your most recent technical work in your strongest language. What did you build? Is there anything else you\'d like us to know about your background or interest in this role? Why does this in-person, NYC-based opportunity appeal to you specifically? * Are you authorized to work in the US without sponsorship? * When could you start? * Do you have a LinkedIn profile? If so, please provide a link. How did you hear about this role? * If you selected "Automattic Employee" or "Other" above, can you tell us more? Have you reviewed the compensation details (salary range) provided in the job description above? * Please indicate your salary expectation for this role. * Not finding the right opportunity?
Check out our interest forms and register your details. We are always open to talented people who would like to join Automattic.
#J-18808-Ljbffr
Help 1,500 people at Automattic use AI tools exceptionally well. Not just “here’s how to use Claude”, but “here’s how to build custom agents for your workflow,” “here’s how to debug when Cursor gets stuck,” “here’s the skill I wrote that solves this exact problem you’re facing.” This is developer advocacy turned inward. You’re embedded with Automattic’s engineers, designers, and product teams, helping them level up their AI capabilities through hands-on teaching, tool development, and deep technical expertise. You’re technically experienced enough to build solutions yourself (scripts, agent skills, integrations, demos), but your superpower is translating that knowledge into practical help for others. You might also be an experienced software engineer with a passion for and experience in enabling others around you. You’ll work in-person with our NYC AI team while supporting enablement efforts globally across Automattic’s distributed organization. What You’ll Do
Run workshops and training sessions on AI tools (Claude Code, Cursor, emerging platforms); host office hours where people bring real problems and you solve them together. Build Claude Project skills, custom agents, and scripts that make AI tools more useful for Automattic workflows. Manage vendor relationships: work directly with AI tool providers to influence roadmaps, secure early access to features, troubleshoot enterprise adoption issues, and coordinate renewals and expansions. Create practical enablement materials: video tutorials, written guides, example projects, and documentation that engineers and non-engineers can actually use. Pair program with engineers to teach AI-assisted development workflows; help designers, PMs, and support teams adopt AI effectively. Drive workflow transformation: identify where teams are stuck in old patterns, design adoption strategies that meet people where they are, turn skeptics into advocates through hands-on problem solving. Stay deeply current on the AI tool landscape; experiment with emerging capabilities and share what works (and what doesn’t). Coordinate with our AI Enablement, Learn, and DevEx teams on education efforts; build internal community around AI best practices. You’ll Thrive Here If You
Have 3-5+ years as a software engineer, developer advocate, or similar technical role. You’ve shipped code and helped others ship code. Live deep in the AI tools ecosystem. Beyond Claude, Cursor, and ChatGPT, you know the niche players, e.g. n8n for automation, specialized agents, emerging platforms most people haven’t heard of yet. You can recommend the right tool for any given scenario, not just the obvious ones. Excel at teaching and communication. Comfortable running workshops, creating documentation, and helping people one-on-one. Can translate technical concepts for diverse audiences, from engineers to designers to PMs. Get more satisfaction from teaching than building alone. You’re energized by the “aha!” moment and want your impact multiplied through helping others. Technical Experience We Value
Experience building with LLM APIs (OpenAI, Anthropic, etc.) and understanding prompt engineering, RAG, and applied AI techniques. Previous software engineering, developer relations, developer advocacy, or technical education experience. Track record creating technical content: blog posts, video tutorials, conference talks, or documentation. Open source contributions or community building experience. Understanding of multiple programming languages and development workflows. Bonus Points
WordPress or PHP experience. Experience building internal tools or developer productivity solutions. Background in technical training or curriculum development. Active presence in developer communities or AI tool ecosystems. Have a deep software engineering background and care deeply about enabling others. At Automattic, we use global salary ranges that do not vary by location. However, because this role is required to be based in our New York City office 5 days a week, we have applied an adjustment to the global band to support additional costs associated with the office-based role requirements.
The salary for this role is $150,000–$230,000 USD. If you later move to a different team or role at Automattic that is not NYC office‑based, your salary would be adjusted to the applicable global pay band for that role, which could result in a reduction in salary. Note that the global range would apply even if your chosen location of residence is NYC. We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring. Resume/CV is encouraged. This role requires both hands-on technical building and teaching/enablement skills. Please describe your experience with both in your application. Describe your hands-on experience with AI coding tools: Which AI tools do you use daily (Claude Code, Cursor, GitHub Copilot, etc.)? What have you built or customized using AI tools? What’s one frustrating limitation you’ve encountered and how did you work around it? What is your GitHub profile URL? * This role requires working in-office in NYC 5 days per week. What is your current situation? * Which programming languages are you proficient in? Proficient means you\'ve shipped production code or built working tools in this language within the past 2 years. * JavaScript/TypeScript PHP Other (specify below) Follow-up: Briefly describe your most recent technical work in your strongest language. What did you build? Is there anything else you\'d like us to know about your background or interest in this role? Why does this in-person, NYC-based opportunity appeal to you specifically? * Are you authorized to work in the US without sponsorship? * When could you start? * Do you have a LinkedIn profile? If so, please provide a link. How did you hear about this role? * If you selected "Automattic Employee" or "Other" above, can you tell us more? Have you reviewed the compensation details (salary range) provided in the job description above? * Please indicate your salary expectation for this role. * Not finding the right opportunity?
Check out our interest forms and register your details. We are always open to talented people who would like to join Automattic.
#J-18808-Ljbffr