Going From Broke

Season 4

Dan Rosensweig, CEO of student services business Chegg, meets millennials with big dreams but are swimming in debt. Together, Rosensweig and his team advise and guide the subject of each episode to turn their financial situation around and move toward freedom from debt and student loans.

5 Episodes

If There's a Will, There's a Ray
E1
If There's a Will, There's a RayOut of work and deep in debt, NFL Cheerleader Ray Cook needs some help cheering up his own finances.
The Maverick Ranchers
E2
The Maverick RanchersA rancher family faces debt as big as their Wyoming skies-to a cowboy tune of $3.2 million.
Hometown vs. Hollywood
E3
Hometown vs. HollywoodChef Velvet and her wife Treona fell in love at first bite, but now the pandemic and a bicoastal lifestyle threatens to bankrupt their restaurant.
Teacher's Debt
E4
Teacher's DebtFinancial strain is tough on marriage. Can the Macdonalds get out of debt and rekindle their love story?
The Not-So-Great Resignation
E5
The Not-So-Great ResignationWhen is it the right time to quit your job to pursue your entrepreneurial dreams? Desiree needs some tough love to get back on track.