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14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

Of all the former Shark Tank hosts, there might be none more hated than Canadian business man Kevin O'Leary.

By Daniel Bonfiglio

Published 8 months ago in Wtf

Of all the former Shark Tank hosts, there might be none more hated than Canadian businessman Kevin O'Leary. The 400 million-dollar man has repeatedly spoken out against traditional work-life balance ideals, instead championing the game of capitalism and the American dream. He even infamously stated that he was glad 3.5 billion people are living in poverty because it gives them motivation to work harder. 


Truth be told, O'Leary sounds like a horrible boss, and definitely not one I'd like to work for. Don't believe me? Here are 14 times O'Leary revealed his true colors. 

  • 1

    Kevin O'Leary comes out in strong opposition to new Australian laws that aim to prevent an employer from contacting you after working hours.

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 2

    Kevin O'Leary proclaims that 3.5 billion people living in poverty is “fantastic news.”

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 3

    A direct quote from the self proclaimed “Mr. Wonderful.”

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 4

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 5

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 6

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 7

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 8

    Short Twitter thread from Kevin explaining why he thinks you should work yourself to death for the sake of a company, and your own “freedom.”

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 9

    Short Twitter thread from Kevin explaining why he thinks you should work yourself to death for the sake of a company, and your own “freedom.”

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 10

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 11

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 12

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 13

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 14

    During his 2016-17 political run for Canadian office.

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

  • 15

    14 Times Kevin O’Leary Revealed Himself as the #1 Worst Boss

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