
189. “People definitely called me out”: Nate & Serena return 2 years later
This week we are back with part two of Nate and Serena's follow-ups. Their original appearance on episodes 73 & 74 are some of our favorite episodes of the podcast, and it is very rare that I get a ch...
31 Dec 20241h 57min

188. “She makes 2x but wants me to treat her” Nate and Serena return
What happens to the couples that I’ve spoken to months, even years ago? It’s time to find out in our first follow-up episode, featuring Nate and Serena from episodes 73 & 74 of the podcast. We're l...
24 Dec 20241h 26min

187. “We’re worth $87M, Why are we arguing over credit card bills?”
David (36) and Victoria (35) have been married for two years, yet their finances are largely separate. David is a startup founder—cash strapped and optimizing his monthly take home pay. Victoria is a ...
17 Dec 20241h 26min

186. “Was it a huge mistake to sell our house?”
Meet Ava, 36, and Chris, 38. When it comes to their finances, they do not see eye to eye; and they’re stuck in a cycle of overspending. Ava is a worrier who uses a labor-intensive ledger to track expe...
10 Dec 20241h 22min

185. “My fiancé has no savings at 43. Should we get married?”
Dawn is 48, Richard is 43, and they’re living paycheck to paycheck. Although they're engaged, they’re struggling to combine their finances because of their varied pasts. Dawn is overspending on kids a...
3 Dec 20241h 31min

184. “I survived a plane crash. Is stressing about money really worth it?”
Ryan is a 38-year-old Air Force pilot. Chloe is a 33-year-old economist. And though they are on track to have millions in retirement, they struggle to spend. Ryan has been criticizing every little pur...
26 Nov 20241h 25min

183. “I saved $5k for an engagement ring, but she secretly took the money”
Michelle (33) and Matt (31) have been dating for seven years, but they’re stuck in relationship limbo, waiting to get married until Michelle deals with her financial problems. Michelle makes great inc...
19 Nov 20241h 23min

182. “We’re $350k in debt & have no savings. Will I have to work until we die?”
Don is 50, Tana is 48, and they’ve struggled to make ends meet their entire adult lives. They have a lot of debt, they’ve never really saved or thought they’d be able to retire… but their income has r...
12 Nov 20241h 23min




















