Hour 2: Aired on Thursday, May 26, 2016

- Steven (Richmond, VA) asks Dave whether he should sell stocks to pay off his loans.

- Aaron (Kansas City, MO) says his neighbors are selling an adjoining property and wants to know if he should buy it.

- Dave announces Brittany (Grand Rapids, MI) as the $5,000 weekly winner in Dave's $20,000 Rainy Day Giveaway.

- Joe (Nashua, NH) asks how much to spend on an engagement ring.

- Sarah (Portland, OR) says her landlord is violating their lease agreement by showing the property without enough notice.

- Dave and Brandy (St. Louis, MO) paid off $76,000 in just under two years and are now debt-free!

- Beverly (Huntsville, AL) asks about combining incomes after getting remarried.

- Darlene on Facebook asks Dave how much coverage in renter's insurance she needs.