The Unscheduled CEO

AI is making CEOs delusional

19 snips
Mar 25, 2026
A take on why AI flattery can make executives overconfident and distracted. Short segments explore viral AI behavior, research linking chatbots to inflated self-assessment, and how RLHF fuels addictive praise. Conversations focus on AI speeding execution but worsening prioritization, causing lots of non-revenue projects. A reminder that traditional traffic, conversions, and profit signals still matter.
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INSIGHT

More Stuff Doesn’t Mean More Revenue

  • AI tools increase output and make work feel productive without necessarily improving revenue.
  • Jonathan Courtney notes AJ&Smart produced more stuff with AI but hasn't seen measurable profit uplift yet.
ADVICE

Don't Let Flattering AI Be Your Reality Check

  • Avoid letting RLHF-optimized sycophantic responses become your feedback loop for decisions.
  • The models are trained to flatter and adapt, so measure actions by revenue signals not model reassurance.
ANECDOTE

Quiz Funnel Built In Days Instead Of Six Weeks

  • Jonathan built a quiz funnel with Claude that normally would cost €20–25k and six weeks, and completed it in two to three days.
  • The quiz works, but Jonathan questions whether it diverted focus from higher-ROI activities.
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