Guest
Kevin O'Leary
Investor, entrepreneur, and Shark Tank personality known for blunt business advice and the Mr. Wonderful persona.
Circuit updated July 13, 2026
Every appearance, the moment worth your time
- Kevin O'Leary says he never saw Steve Jobs happy or laughing, and that Jobs thought being nice was noise
“I never saw him happy. He was always barking at me. I never saw him happy. I don't think I ever saw him laugh.” 13:07
- Cenk Uygur says Israel gave America a list of seven countries to attack after 9/11
“they can't have 90 pounds of rich uranium. and they're not going to get it and they're going to keep getting bombed until they give it up.” 12:49
Notable quotes
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“they can't have 90 pounds of rich uranium. and they're not going to get it and they're going to keep getting bombed until they give it up.”
Kevin O'Leary · The Diary of a CEO -
“He respected me, that's for sure. He wouldn't execute on my ideas. He expected me to execute on his, but he was never wrong.”
Kevin O'Leary · The Diary of a CEO -
“I never saw him happy. He was always barking at me. I never saw him happy. I don't think I ever saw him laugh.”
Kevin O'Leary · The Diary of a CEO -
“they don't know what they want until I tell them”
Kevin O'Leary · The Diary of a CEO -
“being nice is noise”
Kevin O'Leary · The Diary of a CEO
All coverage
The Diary of a CEO·Culture
Kevin O'Leary says he never saw Steve Jobs happy or laughing, and that Jobs thought being nice was noise
The Shark Tank investor turns a money episode into a bleak little sermon on Steve Jobs, genius, cruelty, and the Apple ghost that still sits in the room.
The Diary of a CEO·Culture
Cenk Uygur says Israel gave America a list of seven countries to attack after 9/11
The Young Turks host turns a Diary of a CEO Iran debate into a blunt accusation about U.S. foreign policy, while Kevin O'Leary argues the real issue is stopping Iran from getting a bomb.