A football star just bought the most expensive house in Charlottesville. Gregory explains how overbuying a house is a trap many people easily fall into.

Charlene in New Orleans bought a fixed annuity, and wants to know how all of the surrender charges and maturity dates work.

Gary in Marrero is just a year away from his Full Retirement Age, and asks Gregory if he should turn on his Social Security retirement benefit a year early.

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