AI for Solopreneurs: The AI Hat Podcast

Solopreneur's Guide to AI-Powered Social Media Automation

20 snips
Nov 11, 2025
Jeff Dwoskin, founder of Stampede Social and former stand-up comedian, shares his journey from comedy to creating AI tools that revolutionize social media engagement. He explains how AI can turn comments into direct sales opportunities without micromanagement. Jeff emphasizes the importance of automating DMs to simplify customer interactions, outlines key insights from comment analysis, and discusses the balance between automation and authenticity. With practical advice for solopreneurs, he reveals the potential of AI to transform social media into a continuous revenue stream.
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INSIGHT

Link-In-Bio Is A Conversion Dead End

  • Link-in-bio creates friction and often loses interested users before they convert.
  • Deliver content into DMs to be there when users are ready and increase conversions.
ANECDOTE

Standup Taught Reading The Room

  • Jeff describes learning to read a room from doing over a thousand stand-up shows and iterating on jokes.
  • That stage practice informed his instinct for designing engaging social interactions and prompts.
ADVICE

Send Links Directly To DMs

  • Remove friction by letting people request links via comments and receive them in DMs.
  • Make it easy for users to repeat the action so they come back and convert more often.
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