221. “I’m almost 40 and still living paycheck to paycheck”

Romy (38) and Travis (37) are a married couple living in Cape Town—but despite earning over $130,000 a year, they’re constantly running on empty. Romy feels the crushing weight of managing everything alone, while Travis avoids financial planning and insists things will “just work out.” Together, they’ve repeated the exact same dynamic Romy grew up with—right down to the hidden savings and anxious sleepless nights. Can they stop playing financial whack-a-mole and finally build a system that supports their future dreams, or will history keep repeating itself? In this episode we uncover: • Why Travis believes he can always “go fishing” to make money—and how that mindset creates instability. • How growing up with financial chaos shaped both of their attitudes toward money and planning. • The emotional weight Romy carries by being the only one thinking about the future. • Romy’s secret UK savings account—why she kept it hidden, and what happened to the money. • Their chaotic approach ...