34. “It’s unromantic if my boyfriend doesn’t pay for date night”

34. “It’s unromantic if my boyfriend doesn’t pay for date night”

Ashley and Josh both have high incomes but they find themselves arguing about who pays for what. Like a few past guests, Ashley thinks certain things are the man’s responsibility to pay for, but Josh wants a partnership. He feels like her spending is more out of obligation than true togetherness. These unspoken expectations are toxic. They’re eating away at what they both like about being together, and they need to be addressed right away. We all have internal beliefs and expectations around money, and they have deep roots. Let’s do some digging with Ashley and Josh to see what we can uncover. 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.

Jaksot(256)

231. “Our $200k in crypto is gone. Now we live with his mom.”

231. “Our $200k in crypto is gone. Now we live with his mom.”

Angela (31) and David (34) thought they’d built a future on $200,000 in crypto. Instead, they lost it all—and now they’re living in David’s childhood home with his mom. Angela dreams of traveling to C...

21 Loka 20251h 35min

230. “We spend 168% of what we make. What are we missing?”

230. “We spend 168% of what we make. What are we missing?”

Amy (32) and John (40) are raising two young kids in Canada, earning a solid $155,000 a year. But with $768,181 in debt and fixed costs at 168% of their income, every month feels like a losing battle....

14 Loka 20251h 43min

229.  “I’m almost 50 and have nothing to show for my life”

229.  “I’m almost 50 and have nothing to show for my life”

Christine (47) and Thad (57) have been together for more than six years, but instead of building wealth, they’re buried under nearly $340,000 of debt. Christine, the self-appointed “CFO,” is exhauste...

7 Loka 20251h 38min

228. “I’m 30, broke, and tired of budgeting”

228. “I’m 30, broke, and tired of budgeting”

Kristen (30) and Josh (36) married just last year, but their honeymoon phase is buried under $40,000 of debt and a sense of being “trapped.” Kristen is meticulous, tracking every dollar and carrying d...

30 Syys 20251h 38min

227. “We bought our dream house. Now we’re drowning”

227. “We bought our dream house. Now we’re drowning”

Jason (38) and Katie (36) thought buying their dream home in Minnesota would be the start of a new chapter. Instead, they’re buried in debt, daycare bills, and the pressure of raising a new baby while...

23 Syys 20251h 20min

226. “She’s chasing FIRE. I want to enjoy life now.”

226. “She’s chasing FIRE. I want to enjoy life now.”

Laura (34) and Cameron (38) earn over $200,000 a year and save thousands each month, yet every decision feels like a crisis. Laura, a first-generation Mexican American, grew up in financial chaos an...

16 Syys 20251h 35min

225. “We’re losing $5k/mo. Where is it all going?”

225. “We’re losing $5k/mo. Where is it all going?”

Lashan (50) and David (49) have been married for nearly two decades, raising three children and building stable government careers. But when health complications and a sudden return-to-office mandate ...

9 Syys 20251h 37min

224. “I took on debt to help my family. Now she won’t marry me.”

224. “I took on debt to help my family. Now she won’t marry me.”

Rachel (31) and Pierre (42) have been together for four years, building a loving and stable life in Brooklyn. But one issue is holding everything back: Pierre’s $60,000 in debt from a failed business ...

2 Syys 20251h 32min

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