Archive

AIWA "TOT" #38: SeatGeek's AI Results Show Why Jeff Bezos Was Right About Two-Way Doors. Enterprise AI Is Restaurant Smart, Corporate Smart or Both.

Alec Coughlin

AIWA "TOT" #37: DHH Calls Pencils Down. Jev Makes Decisions Cheap. Software Just Had Its Kodak Brownie Moment. Ideas for Wall Street and the NFL.

Sep 27, 2026

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2 min read

AIWA "TOT" #37: DHH Calls Pencils Down. Jev Makes Decisions Cheap. Software Just Had Its Kodak Brownie Moment. Ideas for Wall Street and the NFL.

Alec Coughlin

AIWA "The One Thing" #36: AI Learns What You Teach It. Most Organizations Only Teach It What Worked. That's A Design Problem, Not A Model Problem.

Sep 20, 2026

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2 min read

AIWA "The One Thing" #36: AI Learns What You Teach It. Most Organizations Only Teach It What Worked. That's A Design Problem, Not A Model Problem.

Alec Coughlin

AIWA "The One Thing" #35: Jacob Coxon Quit Anthropic. Even AI's Insiders Can't Agree On What They Know vs Think. Who Can?

Sep 13, 2026

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2 min read

AIWA "The One Thing" #35: Jacob Coxon Quit Anthropic. Even AI's Insiders Can't Agree On What They Know vs Think. Who Can?

Alec Coughlin

AIWA "The One Thing" #34: Has AGI Arrived? Brockman Hedged, Jensen Didn't. The Engine Ships to Everyone. The Ferrari Doesn't.

Sep 7, 2026

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2 min read

AIWA "The One Thing" #34: Has AGI Arrived? Brockman Hedged, Jensen Didn't. The Engine Ships to Everyone. The Ferrari Doesn't.

Alec Coughlin

AIWA "The One Thing" #33: Is the SaaSpocalypse Over? Never Bet Against Marc Benioff.

Aug 31, 2026

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2 min read

AIWA "The One Thing" #33: Is the SaaSpocalypse Over? Never Bet Against Marc Benioff.

Alec Coughlin

AIWA "The One Thing" #32: Your AI Agrees With You Too Much. IDC Built One That Doesn't. Does It Have an Opinion?

Aug 23, 2026

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2 min read

AIWA "The One Thing" #32: Your AI Agrees With You Too Much. IDC Built One That Doesn't. Does It Have an Opinion?

Alec Coughlin

AIWA "The One Thing" #31: Bending Spoons Bought Airtable. Ended the SaaSpocalypse. Hyperagent Didn't Come With It.

Aug 9, 2026

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2 min read

AIWA "The One Thing" #31: Bending Spoons Bought Airtable. Ended the SaaSpocalypse. Hyperagent Didn't Come With It.

Alec Coughlin

AIWA "The One Thing" #30: Dead Internet Theory. Bot Traffic Online Passed Human. Why NFL Stars Are Taking Over Your LinkedIn Feed.

Aug 2, 2026

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2 min read

AIWA "The One Thing" #30: Dead Internet Theory. Bot Traffic Online Passed Human. Why NFL Stars Are Taking Over Your LinkedIn Feed.

Alec Coughlin

AIWA "The One Thing" #29: Jensen's First Tweet Ever. Satya, Sundar, Zuck, Elon + Altman Answered In Hours. Open + Closed.

Jul 26, 2026

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2 min read

AIWA "The One Thing" #29: Jensen's First Tweet Ever. Satya, Sundar, Zuck, Elon + Altman Answered In Hours. Open + Closed.

Alec Coughlin

AIWA "The One Thing" #28: Same Intelligence. 20x the Price. Sharp CFOs + CTOs Aren't Cutting Jobs, They're Funding Them. Especially Entry-Level.

Jul 19, 2026

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1 min read

AIWA "The One Thing" #28: Same Intelligence. 20x the Price. Sharp CFOs + CTOs Aren't Cutting Jobs, They're Funding Them. Especially Entry-Level.

Alec Coughlin

AIWA "The One Thing" #27: Uber's COO Named the AI Gap. Its CTO Closed it in 60 Days. Forward Deployed FTW.

Jul 12, 2026

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2 min read

AIWA "The One Thing" #27: Uber's COO Named the AI Gap. Its CTO Closed it in 60 Days. Forward Deployed FTW.

Alec Coughlin

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AIWA "TOT" #38: SeatGeek's AI Results Show Why Jeff Bezos Was Right About Two-Way Doors. Enterprise AI Is Restaurant Smart, Corporate Smart or Both.

AIWA "TOT" #37: DHH Calls Pencils Down. Jev Makes Decisions Cheap. Software Just Had Its Kodak Brownie Moment. Ideas for Wall Street and the NFL.

AIWA "The One Thing" #36: AI Learns What You Teach It. Most Organizations Only Teach It What Worked. That's A Design Problem, Not A Model Problem.

AIWA "The One Thing" #35: Jacob Coxon Quit Anthropic. Even AI's Insiders Can't Agree On What They Know vs Think. Who Can?

AIWA "The One Thing" #34: Has AGI Arrived? Brockman Hedged, Jensen Didn't. The Engine Ships to Everyone. The Ferrari Doesn't.

AIWA "The One Thing" #33: Is the SaaSpocalypse Over? Never Bet Against Marc Benioff.

AIWA "The One Thing" #32: Your AI Agrees With You Too Much. IDC Built One That Doesn't. Does It Have an Opinion?

AIWA "The One Thing" #31: Bending Spoons Bought Airtable. Ended the SaaSpocalypse. Hyperagent Didn't Come With It.

AIWA "The One Thing" #30: Dead Internet Theory. Bot Traffic Online Passed Human. Why NFL Stars Are Taking Over Your LinkedIn Feed.

AIWA "The One Thing" #29: Jensen's First Tweet Ever. Satya, Sundar, Zuck, Elon + Altman Answered In Hours. Open + Closed.

AIWA "The One Thing" #28: Same Intelligence. 20x the Price. Sharp CFOs + CTOs Aren't Cutting Jobs, They're Funding Them. Especially Entry-Level.

AIWA "The One Thing" #27: Uber's COO Named the AI Gap. Its CTO Closed it in 60 Days. Forward Deployed FTW.

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