Season 4

1. If There's a Will, There's a Ray

2023-03-01 · 26m

Out of work and deep in debt, NFL Cheerleader Ray Cook needs some help cheering up his own finances.

2. The Maverick Ranchers

2023-03-01 · 27m

A rancher family faces debt as big as their Wyoming skies-to a cowboy tune of $3.2 million.

3. Hometown vs. Hollywood

2023-03-01 · 25m

Chef Velvet and her wife Treona fell in love at first bite, but now the pandemic and a bicoastal lifestyle threatens to bankrupt their restaurant.

4. Teacher's Debt

2023-03-01 · 25m

Financial strain is tough on marriage. Can the Macdonalds get out of debt and rekindle their love story?

5. The Not-So-Great Resignation

2023-03-01 · 25m

When is it the right time to quit your job to pursue your entrepreneurial dreams? Desiree needs some tough love to get back on track.