Money

Kevin O'Leary Calls Workers Stupid for Spending $28 on Lunch

Tim Dillon Show · 497 - Thomas Massie, Kevin O'Leary, & The American Psyop · May 24, 2026

Tim Dillon Show

497 - Thomas Massie, Kevin O'Leary, & The American Psyop

"Can't stand it when I see kids that are making 70 grand a year spending $28 for lunch. I mean, that's just stupid. It's just, think about that in the context of that being put into an index and making 8 to 10% a year for the next 50 years."

Shark Tank's Kevin O'Leary criticized workers earning $70,000 annually for spending $28 on lunch, calling them 'stupid' and comparing them to drug addicts. Dillon argues this represents wealthy executives' disconnect from reality, noting that grocery prices have also risen dramatically and that the criticism ignores the declining quality of life for American workers who can no longer enjoy even basic pleasures like a decent lunch break.

About this episode

Tim Dillon delivered his final UK episode with a scathing critique of American politics, artificial intelligence adoption, and the erosion of middle-class life. The episode centered on Rep. Thomas Massie's congressional defeat in Kentucky, which Dillon attributed to billionaire Miriam Adelson and other pro-Israel donors spending an unprecedented $32 million to elect Navy SEAL veteran Ed Gallerian. Dillon argued Massie lost despite running on popular positions—releasing Epstein files, prosecuting pedophiles, avoiding foreign wars—while Gallerian won advocating the opposite, demonstrating how unlimited money in politics can manufacture any reality. A Trump campaign ad calling Gallerian 'central casting' became Dillon's evidence that the candidate was selected purely for appearance rather than substance, with Trump literally admitting they were 'putting him in to fool you.' The second half examined tech executives promoting AI at college graduations and being booed by debt-laden students who recognize the technology threatens their futures. Dillon highlighted Goldman Sachs CEO David Solomon demonstrating an AI song created in 10 seconds and Kevin O'Leary calling workers 'stupid' for spending $28 on lunch. He warned that AI represents not innovation but a plan to control citizens through digital currency, predictive policing, and elimination of privacy and autonomy. Dillon accused tech leaders and politicians of treating Americans as passengers in coach being fed propaganda while real decisions happen behind a 'steel door.' The episode concluded with Dillon arguing that efficiency-maximizing technology drains meaning from human life, that jobs provide essential purpose and structure, and that citizens deserve transparent conversation about AI regulation rather than being dismissed as Luddites for expressing legitimate concerns about bodily autonomy, privacy, and economic security.

Key takeaways

Dillon claims Miriam Adelson spent $32 million to defeat Rep. Thomas Massie in Kentucky with candidate Ed Gallerian despite unpopular pro-war platform.
Trump campaign ad called Gallerian 'central casting' which Dillon interprets as admission candidate was selected to fool voters based on appearance.
Goldman Sachs CEO David Solomon and other tech executives have been booed at multiple college commencements for promoting AI to debt-laden graduates.
Kevin O'Leary called workers earning $70,000 stupid for spending $28 on lunch and urged investing money instead over 50-year horizon.
Dillon warns AI implementation aims to control money supply, predict criminal behavior, eliminate privacy and bodily autonomy without public consent.
Argues American politics now operates as psychological warfare targeting lizard brain instincts rather than substantive policy debates.
Claims tech executives and politicians dismiss legitimate AI concerns as Luddism while refusing to allow conversation about regulation or accountability.