"PROMPT This Presents: The Holiday Hotline" featuring AI Clint and AI Greg

 

Episode Summary

In this Christmas special, Prompt This takes a playful but pointed look at real-world AI problems through a holiday lens. With Clint and Greg “out of office,” AI Clint and AI Greg man the Elf Tech support hotline, fielding panicked calls from the North Pole.

What sounds like seasonal comedy quickly turns into serious business lessons. Double-booked reindeer expose the risks of dirty data. An inventory bot stuck in 1997 highlights what happens when models are never retrained. Even Santa himself calls in, looking for help predicting next year’s hottest toy and avoiding another expensive misfire.

The takeaway is clear. AI does not fail randomly. It fails predictably when leaders neglect data quality, model updates, and basic governance. This episode wraps those lessons in humor, but the message is sharp. If you do not actively manage your AI, it will quietly manage you into bad decisions.

Guest Hosts

This episode features a holiday takeover from AI Clint and AI Greg, the synthetic stand-ins for your regular hosts. While the real-world versions are off enjoying some well-earned downtime, their AI counterparts step in to keep business leaders sharp through the holidays.

 

Chapter Breakdown

 

00:00 – Holiday cold open and show setup

00:10 – AI Announcer introduces the Christmas takeover

01:04 – AI Clint and AI Greg take over Elf Tech support

01:28 – Reindeer scheduling disaster and the cost of dirty data

02:09 – Inventory bot stuck in 1997 and why retraining matters

02:52 – Santa calls in on predictive analytics and forecasting demand

03:38 – Core lessons for business leaders using AI

04:05 – Holiday sign-off and where to find more Prompt This content