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Do This, NOT That: Marketing Tips with Jay Schwedelson

Do This, NOT That: Marketing Tips with Jay Schwedelson

SPECIAL GUEST!! #1 AI AUTHOR! Geoff Woods 🤯 You're Prompting AI Wrong | Ep. 551

Do This, NOT That: Marketing Tips with Jay Schwedelson · Aug 14, 2026 · 19:20

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Geoff invites listeners to visit AIleadership.com and look for the Accelerator, the two-day program built to get an entire leadership team using AI as a thought partner. He also points people to his book, The AI-Driven Leader, and his podcast of the same name.

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Most people are using AI to write faster emails and call it a transformation. Geoff Woods walked Jay Schwedelson through the prompt structure he used to help a CEO who had 90 days of sleepless nights and a company about to go under, and the answer came out of the machine in under ten minutes. The bigger idea underneath it: you should not be asking AI questions at all; you should be getting it to ask you.

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Best Moments:

(02:03) The career advice from a CEO that reframed everything, and the morning in India when a colleague mentioned ChatGPT

(03:15) Why using AI to write better emails means you are majoring in the minors

(04:52) The 80/20 bar Geoff applies before he touches any AI use case at all

(06:26) CRIT explained: context, role, interview, task, and why the interview step changes everything

(07:35) The bankrupt manufacturer, the Japanese board, and the strategy AI named the saving face consortium

(12:23) What training on your data actually means, and why the fear is mostly outdated

(14:15) The AI health coach that talked him out of a cookie and helped him drop 30 pounds

Episodes: Do This, NOT That: Marketing Tips with Jay Schwedelson

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