Posted Jun 17
Gumloop

Education Lead

Gumloop·San Francisco·FullTime

About Us

Gumloop is the AI automation platform for the enterprise. We give teams the power to easily build and deploy AI agents, in Slack, Microsoft Teams, or standalone, that automate real work across hundreds of integrations with no engineering background required. The platform has three pillars:

1. Agents — Conversational AI assistants that use tools (integrations, workflows, code sandbox, MCP servers) to accomplish open-ended tasks. Unlike workflows that follow fixed paths, agents decide which tools to use and when, adapting based on context. Users configure agents with a system prompt, a model, and a set of tools. Agents can be deployed to a chat UI, Slack, or Microsoft Teams, and can run autonomously via scheduled or event-based triggers.

2. Workflows — Visual, drag-and-drop automations composed of connected nodes on a canvas. Each node is a discrete operation (call an API, run AI, read a spreadsheet, send an email). Workflows are deterministic and repeatable. They can be triggered manually, on a schedule, via webhook, or by external events (new email, Slack message, etc.). Workflows can also be attached to agents as callable tools — the agent orchestrates, the workflow executes.

3. Gumstack — Enterprise-grade MCP hosting, observability, and AI governance. Organizations provision managed MCP servers, control which AI models are available, audit every tool call, and enforce security policies across all agents and workflows.

We're moving fast. Teams at Gusto, Ramp, Shopify, Samsara, Instacart, and Opendoor are already building and deploying AI agents on Gumloop to automate real work across their organizations. That's not a demo. That's production.

We've raised $70M from Benchmark, First Round Capital, Y Combinator, Nexus Ventures, Shopify Ventures, BoxGroup, and The Cannon Project to build a world class 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 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%

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