Kevin O’Leary became a millionaire from a $4.2 billion deal but said it was ‘very anticlimactic’

The Shark Tank star and Mr. Wonderful says hitting his first million after selling Softkey to Mattel for $4.2 billion felt like a blip—and every millionaire and billionaire he knows agrees.

Kevin O’Leary’s $20 Million Card Necklace Proves the Hobby Got Exactly What It Wished For

When "Shark Tank" veteran Kevin O’Leary walked the red carpet at the 2026 Actor Awards in Los Angeles, he wasn't just wearing ...

Kevin O’Leary reveals the worst part about being a rich guy (and how he deals with the problem). How would you handle it?

See his simple, brutal and highly effective solution.
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Kevin O'Leary Says 70% of His Investing Wins Came From This Type of Company

Deciding where to put your money is never just about spreadsheets — it's also about people. Over decades of deal-making, some investors develop strong convictions about what actually drives returns.

Kevin O'Leary Has Held This One Asset For Over 30 Years

Kevin O'Leary has held gold for over 30 years and allocates about 5% of his portfolio to it. See why he owns gold and what experts predict might happen next.