Kevin O’Leary is many things: investor, entrepreneur, media personality, and unapologetic luxury connoisseur. But “Mr. Wonderful” isn’t immune to a little soul-searching — even when it comes to the prized collection of timepieces that he wears strapped to both of his wrists.
In a candid and surprisingly self-aware moment during a recent Brew Markets interview, O’Leary recalled a confrontation on the Shark Tank set that permanently changed how he thinks about watches, and the message he sends by wearing them.