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AI Workshop Assistant

Help train CEOs and senior executives to use AI - and put a line on your resume that makes employers lean in. Ideal for a sharp college student or recent grad who already uses AI tools daily and wants real experience that stands out.

ABOUT GEN AI ACADEMY: 

Gen AI Academy helps CEOs, executive teams, and workforces use AI in practical, secure, and measurable ways. We run hands-on workshops built around tools like ChatGPT, Claude, Gemini, and Microsoft Copilot - bringing AI from buzzword to bottom line. We've trained nearly 1,000 CEOs and their teams across companies, nonprofits, and universities.

ABOUT THE ROLE: 

Our workshops are fast-paced and hands-on. Participants are smart and motivated, but most are non-technical and will occasionally get stuck on the basics: logging into a tool, finding a setting, uploading a file, using a prompt. Your job is to help them get unstuck quickly so they can rejoin the group without losing momentum.

It's also a rare chance to spend time around prominent CEOs and executive teams - and to walk away able to say you've helped train senior leaders in AI.

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: 

Here's something our assistants have discovered: "I've helped train CEOs and senior executives to use AI" is one of the most compelling lines you can put on a resume right now. Employers lean in when they hear it. It signals that you can hold your own in a room full of senior leaders, and that you're fluent in the tools every company is racing to adopt.

"Since joining Gen AI Academy, I've been surprised how interested employers are when they hear I've helped train CEOs and senior executives in AI. It's opened doors I didn't expect." - Connor Normoyle, Cornell Student & AI Workshop Technical Assistant

YOU'LL ALSO: 

  • Sharpen your own AI skills across ChatGPT, Claude, Gemini, and Copilot, working alongside facilitators who do this for a living - among the most marketable skills in the job market today
  • Spend time in the room (and on the call) with CEOs and executive teams, watching how real businesses actually put AI to work
  • Work flexibly, with part-time hours that fit around school or other commitments
  • Earn a real credential and a strong reference from an established name in AI training
  • Grow with us - assistants who excel get first crack at more hours and more responsibility