Kevin O'Leary Once Called Going Into Business With Relatives A Terrible Idea: 'You Have To Be Able To Fire Your Mother'

Kevin O'Leary Once Called Going Into Business With Relatives A Terrible Idea: 'You Have To Be Able To Fire Your Mother'

Investor and "Shark Tank" star Kevin O'Leary once warned against mixing family with money, offering blunt advice on lending, borrowing and even working with in-laws. O'Leary's Rule On Lending To In-Laws In a May 2025 Fox News clip, O'Leary cautioned viewers to steer clear of financial entanglements with extended family. When asked about lending to in-laws, he suggested gifting money instead — but only once. O'Leary said, "Never lend or borrow si…