Connie and Wes have been dating for a year—but they have some very serious issues with how they see money, both individually and as a couple. The story to keep in mind: Connie’s mom earned considerably more money than her dad, but he always paid for family meals.
Fairytales like this complicate how we deal with money later in life. As such, the power of arch ... Show More
Oct 7
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 exhausted from tracking every bill, while Thad avoids the details and spends freely. Thei ... Show More
1h 38m
Sep 30
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 deep guilt around spending—even on herself. Josh, meanwhile, shrugs off the stres ... Show More
1h 38m
Sep 23
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 working demanding creative jobs in an industry threatened by AI. Despite earnin ... Show More
1h 20m
Dec 2023
You Spent How Much? How Tightwads and Spendthrifts Can Coexist In A Relationship with Scott Rick
Raise your hand. Are you the tightwad or the spendthrift in your relationship? I have to admit, I’m mostly the tightwad but don’t get me wrong, I do love to spend money too. Get this, tightwads are more likely to marry spendthrifts than they are to marry someone like themselves. ... Show More
47m 19s
Jun 2024
How To Handle Love and Financial Struggles
Welcome Back! In this week's real love scenario, we dive into the story of a 25-year-old woman dating a 33-year-old man with four kids and two baby moms. Despite being a dedicated father, financial pressures from child support are now impacting their future plans, including marri ... Show More
1h 3m
Jan 2023
201: How Does Money Complicate Love? (With Ramit Sethi)
We all like to think that love transcends all other issues, especially that of money. But our BELIEFS about money say a lot about what we value, our fears, and dictate the way we choose to live every day. Do you believe in saving every penny? Would you stay in a fancy hotel ... Show More
1h 51m