Chicago

7 statements across 3 episodes · 2 bullish · 1 bearish · 2 people on the record · first statement Nov 16, 2024 by John Coogan · said 36 times in 14 episodes since 2024 · across every show →

Mentions by year

brought up most by John Coogan (11), Andy Dunn (7)

tap a year for its mentions
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003366202420252026episodesmentions per episode
2026 24 mentions in 4 episodes 6 per episode
2025 4 mentions in 4 episodes 1 per episode
2024 8 mentions in 6 episodes 1 per episode

every mention, scene by scene, with the transcript →

Everything said about Chicago, oldest first

Nov 16, 2024 bullish
Prediction Not checkable as stated
Coogan: Solving San Francisco makes Waymo's expansion to Chicago or LA easy
“Going into San Francisco, like crazy streets, tons of pedestrians, like shoddy streets, like all sorts of weather, fog, and also people that will vandalize you. So if they can solve that, it's going to be a breeze to go to Chicago or LA.”
John Coogan Nov 16, 2024 ▶ 1:06:14 What is the TRUMP BUBBLE? (ep11)
Apr 6, 2025 neutral
Assertion Supported
Citadel Sent Scuba Divers Into Chicago River To Recover Stolen Code
“On the on the quant team stole code for, they call them alphas, basically code that no matter who runs it, they're gonna generate return. Stole a bunch of stuff on like a hard drive. Citadel finds out, realizes that they're stealing the IP, the code. The guy f…”
John Coogan Apr 6, 2025 ▶ 12:01 David Senra (Founders Podcast) on Studying Billionaires and Avoiding Their Mistakes
Apr 13, 2026
Insight
Dunn: Ecosystems need a $50B+ anchor company to create angel networks
“You gotta build a hundred billion dollar, or at least a fifty billion dollar company, To create that ecosystem of angels, and to create a training ground for the entrepreneurs of, you know, the next decade in Chicago.”
Andy Dunn Apr 13, 2026 ▶ 10:35 Andy Dunn is Building the App to Get You Off Your Phone
Apr 13, 2026 neutral
Assertion Contradicted
Dunn: Chicago has never built a $100B enterprise value tech company
“We've never had a hundred billion dollar enterprise value tech company built here in Chicago.”
Andy Dunn Apr 13, 2026 ▶ 7:11 Andy Dunn is Building the App to Get You Off Your Phone
Apr 13, 2026
Disclosure
Dunn pitched 15 Chicago VCs and got rejected before Forerunner term sheet
“I did 15 pitches in Chicago, because I wanted to raise our Series A from a Chicago venture fund. I got 15 no's. I did one pitch on the West Coast with Kirsten Green from Forerunner, and we got a term sheet within 48 hours.”
Andy Dunn Apr 13, 2026 ▶ 10:17 Andy Dunn is Building the App to Get You Off Your Phone
Apr 13, 2026 positive
Assertion Supported
Andy Dunn: Pie is live in three cities and expanding to five more
“That's live in Chicago, Austin, San Francisco. We're going live in New York and LA. We got other smaller markets percolating like Columbus and Milwaukee and Atlanta.”
Andy Dunn Apr 13, 2026 ▶ 3:19 Andy Dunn is Building the App to Get You Off Your Phone
Apr 13, 2026 negative
Assertion Not checkable as stated
Dunn: 90% of Chicago VC alpha and funding comes from the coasts
“90% of the alpha for Chicago-based venture firms is created on the coasts, right? And 90% of the capital that the leading Chicago companies raise is from the coasts.”
Andy Dunn Apr 13, 2026 ▶ 9:38 Andy Dunn is Building the App to Get You Off Your Phone
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