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Help senior executives get unstuck with AI tools during live workshops.
Great fit for current college students or recent grads who already use ChatGPT, Claude, Gemini, or Copilot regularly and enjoy helping others figure out tech.
About Gen AI Academy
Gen AI Academy helps CEOs, executive teams, and workforces use AI in practical, secure, and impactful ways. We design and deliver hands-on workshops for leaders who want AI to move from buzzword to business outcome. We've trained over 700 CEOs and many of their teams.
About the role
Our workshops are fast-paced and hands-on. Participants are smart and motivated, but many are non-technical and will occasionally get stuck on the basics: logging into a tool, sharing a screen, finding a setting, uploading a file, retrying a prompt. Your job is to help them get unstuck quickly so they can rejoin the workshop without losing momentum.
You'll do this in two settings:
In-person workshops in the San Francisco Bay Area, where you circulate the room and provide quiet, over-the-shoulder support.
Remote Zoom workshops
, where you pull individual participants into breakout rooms, have them share their screen, and walk them through whatever is blocking them.
Coding is not required. The job is friendly, patient, one-on-one help with everyday AI tools.
What you will do
Circulate during in-person workshops and help participants one-on-one with logins, browser issues, device settings, and AI tool basics
Pull participants into Zoom breakout rooms during remote workshops and walk them through their issue while they share their screen
Help participants get back on pace with the main exercise quickly
Join short prep huddles before select workshops
Flag recurring issues or product changes you notice to the lead facilitator
What you bring
Comfortable using at least one of: ChatGPT, Claude, Google Gemini, or Microsoft Copilot, and willing to learn the others quickly
Friendly, patient, and clear when explaining technology to people who are unfamiliar with it
Comfortable with Zoom basics: breakout rooms and screen sharing
Familiar with common macOS, Windows, browser, and login issues
Professional and respectful in a business setting
Bay Area presence and a way to get to local workshop venues
Your own laptop
Available to work as a 1099 contractor
Nice to have
Experience as a TA, tutor, peer mentor, IT helper, or customer support rep
Regular use of more than one AI tool (ChatGPT, Claude, Gemini, Copilot)
Familiarity with prompts, file uploads, and AI-assisted writing or research
Basic familiarity with Microsoft 365 or Google Workspace
Time commitment
5–20 hours per month
Workshops are typically 2–4 hours each
Must be available for at least 2 workshops per month during Pacific business hours
Some Bay Area in-person availability required
What's in it for you
A front-row view of how CEOs and executive teams are actually using AI in real businesses, not in theory
Flexible, part-time hours that fit around school or other work
A real reference and resume credential from a known training firm in the AI space
Possibility of expanded work for assistants who excel
How to apply Click Easy Apply and submit your resume or LinkedIn profile. Please answer all of the screening questions - they're how we'll evaluate fit.
