Prompt Commander AI

Episode 11: From Dial-Up to AI Domination: Jonathan Mast on Making AI Your Smartest Hire

Tim Roper/Allan Dubon/John Weidow

In Episode 11 of Prompt Commander AI, Where AI Meets Reality, Tim Roper, Allan Dubon, and John Weidow sit down with Jonathan Mast—a digital strategy veteran turned AI educator helping businesses and teams unlock the true power of artificial intelligence.

Jonathan shares his journey from building websites in the dial-up days to founding Self Scribe, a tool that trains AI to replicate your unique tone and voice. He discusses why AI is a superpower for ADHD entrepreneurs, how experience trumps age in the AI revolution, and why business leaders who ignore AI are costing themselves real time and money.

This conversation covers:

  • The biggest misconceptions about prompting and AI
  • How to use AI as a collaboration partner, not a gimmick
  • The difference between delegation and abdication in the AI era
  • Why AI is the new literacy and how it can personalize education
  • Jonathan’s approach to scaling businesses with lean AI-powered teams

Resources Mentioned

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