Episode 205. “I’ve been homeless before…I’m terrified to spend money”
Jennifer (37) and Steve (41) have been dating for over five years, but they’ve never spent more than $100 on a shared purchase. Jennifer is a self-made business owner with
Episode 206. “I quit my job to care for our son, but can we afford it?”
Anna (33) and Will (37) are married with two kids, including a young son who was born with a serious heart condition. Between unexpected medical expenses, emotional stress, and
Episode #200: “Should we pay off our massive debt? Or invest more?”
Wilson (46) and Shannon (35) have built a strong financial foundation—owning a vacation rental, maxing out Roth IRAs, and earning solid incomes. But when it comes to their
Episode 196. “He used to help me with debt…Now he’s making it worse”
Frank (29) and Jill (33) are parents of two young kids and are trapped in a vicious cycle of overspending and debt. With fixed costs eating up 107% of their income and $25,000 in c