Next on How'd You Get So Rich: Joan ambushes the inventor of My Brest Friend - the nation's leading breastfeeding support pillow- on the street who used to be down and out and broke. Next, Joan visits billionaire Kevin O’Leary, the creator of The Learning Company. Kevin started his software company in his basement, which later sold for $4.4 billion dollars! Meet James Goldstein, a fashion junkie who spends over $1 million on clothes - a year! And even more spectacular than his wardrobe? A house that is dangerously designed! Then, Joan meets George Boudreaux, a man with money up the wazoo - from an invention called Butt Paste. And finally, our youngest millionaire, Gary Clegg, snuggles up with Joan – and the millions he made from putting arms on a blanket and calling it The Slanket.

"How'd You Get So Rich?" Wednesday, September 2 at 10PM/9PM C on TV LAND from Mitchell Squires on Vimeo.

Tune in September 2nd at 10 p.m. on TV Land PRIME!