Ray Cook

Ray Cook

Baltimore Ravens Cheerleader and Amazon employee Ray Cook is known for his consistently happy demeanor. But behind that smile hides insurmountable debt, including being unable to afford a working car to get to his jobs. Can this “Ray of Sunshine” learn how to become financially successful, or will he be stuck in the debt cycle that plagued his parents their entire lives?

Sage & Faith Askin

Sage & Faith Askin 

Sage and Faith Askin met in church and have built a large-scale ranching business. They know their foundation as a business and a couple is strong – but they just can’t seem to translate that into financial success. Now saddled with millions of dollars in debt, they hope to break free and be able to leave their children a financially healthy, self-sustaining business.

Treona & Velvet Kelty-Jacobs

Treona & Velvet Kelty-Jacobs

Treona & Velvet Kelty-Jacobs are partners in both life and business, but their restaurants took a major hit during the pandemic, leaving them with only one location. Even without taking a salary, they still can’t get ahead of their $260,000 debt or numerous business expenses. They can only last a few more months, so this dynamic duo needs to do whatever it take to save their remaining restaurant. 

Matthew & Shannon MacDonald

Matthew & Shannon MacDonald

This husband and wife of 14 years have been hit hard by life events – his mental health issues and her stage-three breast cancer diagnosis. They are desperate to make a future for themselves and their sons, but if he can’t step up to the responsibility, and if she can’t learn to let go of some control, they may never find a way out of their financial struggles.

Desireé Emmanuel

Desireé Emmanuel

A former management consultant with 10 years of experience, Desireé made the decision to leave her job—and a steady paycheck—to become an author, poet, and artist. She has the drive and hustle to succeed but she’s not yet able to make ends meet. Can this newly-minted entrepreneur get expert guidance and forge her own path, or will she be forced to give up her dreams forever? Dan, Tonya, and Ashton have some ideas.