15. “I have a $1 million trust fund and I’m scared to spend money on food”

15. “I have a $1 million trust fund and I’m scared to spend money on food”

Andy and Kate bring in $200,000 a year and live rent free. Andy feels bad about money every day. His partner, Kate, says she wants to work as a financial team, but she walks on eggshells. Andy wants to make her happy, but he has a poor relationship with money. And that’s not all. Andy has $1.1 million dollars in a trust fund, managed by a financial advisor, and he still has holes in his shoes. I asked them, “Do you want to turn 65, have $10 million, and still worry about getting dessert?” Andy will have to decide if he’s going to let his old money stories determine the next 50 years of his life. Connect with Ramit Website Instagram Twitter Facebook YouTube Linkedin If you and your partner have a money issue and you want my help, I occasionally select a couple to work with, free of charge. Apply for my help here. Produced by Crate Media.

Episoder(258)

209. “We bought a house we can’t afford, now what?”

209. “We bought a house we can’t afford, now what?”

Sunnie (29) and Jazmyne (30) are a queer couple trying to build their life together—buy a house, bring a child into their family, and create long-term financial security. But with just one primary inc...

20 Mai 20251h 19min

208. “We make $157K at 22, but we’re afraid to spend money”

208. “We make $157K at 22, but we’re afraid to spend money”

Javier (22) and Marco (22) are young, ambitious, and financially disciplined—but the future they dream about together is being challenged by how they handle money today. They earn a combined income o...

13 Mai 20251h 24min

207. “I’m 40, burned out, and don’t know what’s next in my life”

207. “I’m 40, burned out, and don’t know what’s next in my life”

Courtney (40) and Ray (41) have spent their entire adult lives in the structure of military life—but with retirement on the horizon, they’re about to face a future filled with choices for the first ti...

6 Mai 20251h 16min

206. “I quit my job to care for our son, but can we afford it?”

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 inconsistent financial ...

29 Apr 20251h 19min

205. “I've been homeless before…I'm terrified to spend money”

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 a clear vision for the fut...

22 Apr 20251h 17min

204. “We make $226K—but our kids think we’re broke”

204. “We make $226K—but our kids think we’re broke”

Lisa (37) and Marcus (38) have been married for 14 years, raising four kids and building a life together—but when it comes to money, they couldn’t be further apart. Lisa homeschools their kids and dre...

15 Apr 20251h 11min

203. “He makes 3x more, but wants to split everything 50/50”

203. “He makes 3x more, but wants to split everything 50/50”

Katie (28) and Robin (35) live together in Tennessee and are planning a wedding. They earn a combined $386K, but don't split bills proportionally—even though he makes three times more. She feels judge...

8 Apr 20251h 22min

202. “She racked up $50K in debt — why should I trust her with money?”

202. “She racked up $50K in debt — why should I trust her with money?”

Emma (39) and Dave (39) make $258,000 a year—but they’re stuck in a toxic money dynamic. She built a financial plan during maternity leave. He didn’t believe her. Now, they’re battling over trust, $50...

1 Apr 20251h 23min

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