Benzinga and Yahoo Finance LLC may earn commission or revenue on some items through the links below. Quick Summary Kevin O'Leary once doubted a $29 cat DNA test on "Shark Tank," but his investment in Basepaws later became one of his most profitable deals, returning an estimated 20 to 35 times his money. Big wins often come from small, unconventional bets—but balancing those with a solid financial plan matters. SmartAsset's free tool can match you with up to three financial advisors who can help decide h ...