Hour 1: Aired on Friday, August 19, 2016

- Doug (Kansas City, MO) discovered that an employee lied to him and needs to know how to handle it.

- J.D. (Minneapolis, MN) says his girlfriend refuses to tell him about her debts and won't make more than her minimum payments.

- Bill (Denver) asks when he should begin taking Social Security.

- Tim and Amanda (Milwaukee, WI) are debt-free after paying off $50,000 in 16 months!

- Raymond (Champaign, IL) wonders how to explain his extreme wealth to his girlfriend before he proposes.