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 épisodes

  • 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.
  • Obi Nwankwo
  • Dan Rosensweig
  • Danetha Doe

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