About Us Gumloop is the piece of AI infrastructure companies roll out to let everyone build agents securely. Let people who understand the problem build and share agents, manage their access to data, choose your AI models and host it all in your own cloud. We're a very small team building as fast as humanly possible. Gusto, Ramp, Shopify, Samsara, Instacart, and Opendoor are running agents on Gumloop across their company. We've raised over $70M from Benchmark, First Round Capital, Y Combinator, Nexus Ventures to scale operations and are looking for people who care as much as we do to join the team. ROLE OVERVIEW Gumloop is an agent-first platform where people build and use AI agents that work across their apps. We have a fast-growing community of builders — founders, operators, and makers — who come to us to get powerful things done with AI. And they need a teacher. As our first Customer Education Lead, you'll own how Gumloop users learn: from the moment they sign up to the moment they're sharing agents they’ve created across their team. You'll design and deliver live educational experiences — cohorts, webinars, workshops — and build the async content library that supports them in between. We're looking for someone who treats teaching as a craft: who designs for the aha moment, makes content people want to share, and runs cohorts that learners are genuinely glad they joined, so much so they invite their colleagues to the next one. WHAT YOU'LL DO * Own Gumloop's live educational program — cohorts, webinars, and workshops — from curriculum design to delivery * Build and maintain async content that supports learners between live sessions: written guides, video walkthroughs, and templates * Develop learning paths for different user segments (beginners, power users, enterprise teams) and functions (Gumloop for marketing, for sales, for operations etc.) * Collaborate with Product, Marketing, and Community to align education with launches and feature releases * Define and track success metrics: activation rates, session completion, feature adoption post-education * Experiment with format, cadence, and delivery to find what actually moves users forward * Build reusable educational assets and systems that scale without requiring you to be in every room WHAT YOU BRING * Proven experience teaching technology to a live audience — DevRel, YouTube education, technical training, or similar * Strong sense of how to structure a learning experience: clear sequencing, relevant examples, pacing that works * Comfort with AI tools and genuine curiosity about how they work — you don't need to be an engineer, but you need to be a builder * The ability to read a room (or a Zoom) and adjust on the fly * Ownership mentality: you notice what's broken and fix it without being asked * Familiarity (and love for) with Gumloop, automation platforms, or AI agent tooling * 3–5 years in a content education, developer education, technical training, or DevRel role BONUS * Video production or editing experience (Osmo, Screenflow, Premiere, Final Cut, CapCut, or similar) * Experience building certification or structured learning programs * YouTube channel or public teaching portfolio BENEFITS * Highly competitive salary and meaningful equity * Generous paid time off: 24 days for SF employees and 20 days globally, use them as you need * $350/month wellness benefit to spend on gym, spa, equipment, or whatever keeps you at your best * 15 days of temporary remote work flexibility per year * 401k match up to 6%