Dopey 601: Kevin O’Leary on Obsession vs Addiction vs Greed, Getting Rich, Feeling Empty, PLUS a dude loses a balloon of heroin up his butt in jail...
Dopey: On the Dark Comedy of Drug Addiction · Sep 25, 2026 · 2:03:47
Dopey: On the Dark Comedy of Drug Addiction
Dopey: On the Dark Comedy of Drug Addiction · Sep 25, 2026 · 2:03:47
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This week on Dopey! Kevin O’Leary comes to the Dopey Studio for a conversation that starts with Shark Tank and gets into what drives him. He tells Dave about the job that pushed him toward entrepreneurship, why chasing wealth for status leaves people miserable, and the strange emptiness he felt once he was rich. They talk about his attempt to retire, his love of guitars and photography, alcohol, performance, and his wish for more time. Dave also takes him through “This or That,” with answers on music, watches, the Knicks, Trump, and his fellow Sharks.
Before Kevin arrives, listener Adam brings the unmistakably Dopey story: he swallows a balloon of heroin during a jail visit and later has to retrieve it without gloves. Dave shares DopeyCon news, reads some reactions to Garrett McClendon’s episode, and tries splitting listener comments between the beginning and end of the show.
All that and more on a not too Dopey but NEW Dopey episode of that good old Dopey show.
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Episodes: Dopey: On the Dark Comedy of Drug Addiction
