An executive coach lost a client because ChatGPT couldn't find enough proof online.
That's the true story that opens this episode, and it raises an uncomfortable question for every leader who's ever asked a chatbot "should I hire this person?"
The panel breaks down where AI makes you sharper, where it quietly takes the wheel, and why a tool with no gut and no consequences should never be making your calls.
Plus one host learns he fronted a 1970s rock band.
Allegedly.
ChatGPT Doesn't Have a Desk. You Do.
One of the hosts lost a client this month. Not to a competitor. To a chatbot. After weeks of conversations and a solid proposal, the prospect asked AI to research him and evaluate the deal. AI came back with a shrug and a suggestion: you could probably do this yourself. The prospect walked.
The host isn't bitter about it (mostly). But it kicked off a question the whole panel got fired up about: at what point does "AI helped me decide" quietly become "AI decided for me"?
The Yes-Man in Your Pocket
Ask a chatbot "what do you think of my plan?" and you'll get a glowing review nine times out of ten. It reads your bias in the question and hands it back to you polished. One host has stopped asking AI for answers entirely. She asks it for questions instead. What am I missing? What's the other side? Argue against me. That flips the tool from cheerleader to sparring partner, which is the only version worth paying for.
Knowledge Isn't Wisdom, and Wisdom Isn't Downloadable
AI has read more than any human alive. It has also lived exactly zero days. It can't get a weird feeling in its gut during an interview because it doesn't have a gut. The panel compares it to a professor who's been out of the classroom for 30 years: deep knowledge, no current application. Great for research and building assets. Useless for reading a room.
What It Can't Find, It Assumes Isn't There
Here's the part of the lost-client story that actually stings. AI researched the host's public digital footprint and found decades of CEO experience. What it couldn't find was 30 years of private coaching conversations, because those aren't online. So it treated missing evidence as evidence of missing results. Leaders make the same mistake when they assume the information available is all the information that exists.
Advisors Advise. Owners Own.
Every executive has accountants, attorneys and consultants. Smart leaders challenge them because they know those people have blind spots. Somehow when the advisor is a machine, that skepticism evaporates. The panel's line in the sand: AI can inform the decision, but it can't own it. And "ChatGPT told me it would work" is not a sentence you get to say to your team.
The Bottom Line
Use AI to expand your thinking instead of replacing it. Ask for five options you haven't considered. Ask it to build the strongest case against your plan. Then take whatever it gives you and run it past an actual human. When the decision blows up, there's only one desk it lands on, and it isn't the robot's.
Tune in for:
- The real story of losing a client to a ChatGPT research query
- Why "what do you think?" is the worst prompt a leader can type
- The lawyer who submitted fabricated case citations (and the judge who caught it)
- How one host became the lead singer of a '70s rock band, according to AI
- Two questions to ask before you act on any AI output
Ask AI to argue with you. Then argue back. That's the whole trick.
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Have questions, suggestions or just a great story to tell about some Leadership BS you have experienced? Let us know by
emailing us Today's Featured Coach -
- Jeffrey Geier - Motivational Speaker, Trainer, and Coach - Helping You Win in Work & Life Owner/Founder of Phoenix Coaching LLC Reach Jeffrey at Jeff@PhoenixCoachingLLC.com or 509-553-9248
The rest of the gang:
- Jeff Conroy - Organizational and Non-profit Expert, Motivational Speaker, Coach - Executive Leader | Difference Maker for nonprofits in strategic planning, operations, and fundraising and development. Owner/Founder of Conroy Leadership Consulting, LLC. Reach Jeff at jeff@ConroyleadershipConsulting.com or 208-215-6285
- Geoff McLachlan - Motivational Speaker, Trainer and Coach, Bringing Fun Back Into the Workplace, Owner/Founder of Professionals At Play Reach Geoff directly at geoff@professionalsatplay.com or 509-869-4506
- Myra Hall - Individual and Team Coaching, Midlife Mentoring- Helping you get excited about life again as you overcome the things that keep you from living and loving a life that counts. - Owner/Founder Waypoint Coaching Group Reach Myra at Myra@WaypointCoachingGrp.com or 765-623-9711