"How Do I Ask My Friend To Pay Me Back? Help!"
Podcast: Help WantedPublished On: Tue Sep 09 2025
Description: A friend of the show calls in with an awkward question, “How do you ask someone for money they don’t even know they owe?” Jason and Nicole walk through every possible misstep and outcome, from the awkward ask to the aftermath. And then - our caller sends the text. You’ll hear exactly what happens next.
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