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The Ugly Truth About Lending Money to Family | The Best of The Ramsey Show

November 12, 2026
in Trade Tube
Reading Time: 2 mins read
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What happens when family and finances get a little too close? From unpaid loans to relatives expecting a handout, these callers are learning the hard way why money boundaries matter. The Ramsey Show hosts weigh in on how to handle the drama and protect your relationships.

0:00 My Mom Is Asking for $50,000 to Avoid Foreclosure
7:50 My Son Won’t Pay Me Back!
17:00 Our In-Laws Don’t Like Our Spending Choices
25:17 I Became a Millionaire, and Now My Family Keeps Asking for Money
34:34 My Sister Is Asking to Borrow $400,000
42:37 Family Is Expecting Us to Pay for Their Vacation
51:37 I Regret Loaning Money to My Family

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