Master the Art of Pitching: 3 Expert Tips from Kevin O’Leary on Winning Investment Pitches

Kevin O’Leary has listened to thousands of startup pitches on Shark Tank and Dragon’s Den — here is his best advice to win

J.J. Pryor
The Startup

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A pile of money from an investment pitch
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“I’ve probably heard more than 10,000 pitches … and truth be told, most of them sucked.” — Kevin O’Leary

The well-known business magnate Kevin O’Leary has certainly been around the startup block a few times.

His first successful company — an educational software producer called Softkey — was sold to Mattel at the height of the 90’s bubble for $4.2 billion.

Later on, his career took him into many different ventures, even owning a hedge fund and an early-stage venture capital company.

But what he’s probably most famous for is his long stints on investor pitch reality shows — Dragon’s Den and Shark Tank.

Dragon’s Den and Shark Tank

If you’re not familiar with the format of the shows, rich business magnates sit on a panel assessing hundreds of startup pitches per season.

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J.J. Pryor
The Startup

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