# Kevin O’Leary Says THIS Is Why People Stay Broke - Is He Right? (ft. Jack Mac & Rep. Andy Ogles)

Page: https://stenobird.com/podcast/will-cain-country-2583534/kevin-o-leary-says-this-is-why-people-stay-broke-is-he-right-ft-jack-mac-rep-andy-ogles
Text version: https://stenobird.com/podcast/will-cain-country-2583534/kevin-o-leary-says-this-is-why-people-stay-broke-is-he-right-ft-jack-mac-rep-andy-ogles.md
Podcast: [Will Cain Country](https://stenobird.com/podcast/will-cain-country-2583534)
Published: 2026-05-21T19:00:00+00:00
Episode link: https://www.podtrac.com/pts/redirect.mp3/traffic.megaphone.fm/FOXM3286815762.mp3?updated=1779388090
Audio file: https://www.podtrac.com/pts/redirect.mp3/traffic.megaphone.fm/FOXM3286815762.mp3?updated=1779388090
Processing state: not_requested
JSON: https://stenobird.com/v1/public/podcasts/will-cain-country-2583534/episodes/kevin-o-leary-says-this-is-why-people-stay-broke-is-he-right-ft-jack-mac-rep-andy-ogles
Duration seconds: 4438

## Resource

Kevin O’Leary struck a nerve with younger internet users when he called out indulgent lunch expenditures, but does he have a point, or is it just more “boomer slop” (as Tinfoil Pat puts it)? Will and The Crew are joined by Barstool’s Jack Mac, Host of 'Unpack With Jack Mac,' to break down the internet’s outrage over Mr. Wonderful’s concerns surrounding Gen Z’s financial habits, before taking a look at yet another heater to come out of Maine's Democratic Senate candidate Graham Platner’s Reddit account. Plus, Congressman Andy Ogles (R-TN) breaks down the ASSIMILATION ACT; a bill he says will help crack down on H-1B fraud and fix America’s broken immigration system. Subscribe to ‘Will Cain Country’ on YouTube here: ⁠⁠⁠⁠⁠Watch Will Cain Country!⁠⁠⁠ Follow ‘Will Cain Country’ on X (⁠⁠⁠@willcainshow⁠⁠⁠), Instagram (⁠⁠⁠@willcainshow⁠⁠⁠), TikTok (⁠⁠⁠@willcainshow⁠⁠⁠), and Facebook (⁠⁠⁠@WillCainNews) Follow Will on X: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@WillCain⁠ Learn more about your ad choices. Visit podcastchoices.com/adchoices

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## Transcript

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