Whether you’re the friend who has cash or the friend who needs it, money—or a lack of it—can strain a relationship. How do you split the brunch bill or plan a trip when one friend is flush and the other’s flat broke? On today's episode, we'll hear from two women on opposite ends of the financial spectrum: one who has more money than most of her friends, and one who has way less. Both asked for advice on navigating friendships while being mindful of her own bottom line.

Expert: Stefanie O'Connell. For more information on today's episode, visit glamour.com/money.