Gregory opens the show by rolling through some data in the financial world that gives us an idea of how to make better decisions, and ties that into some of his family history. Lessons from Gregory's great grandfather, grandma, and mom have shaped his approach to financial planning.

Fred emails in asking if there's some way her can contribute more than $7,000 into a Roth this year.

Wesley texts in asking if his wife should be more proactive about managing the fund choices in her teachers retirement account.

Richard in Spanish Fort has a little disposable income at the end of the month. Should he put that toward retirement savings or accelerate his mortgage payments?

Gregory walks through historic stats from the markets, and the markets are overwhelmingly positive over a long time horizon. The problem is the down years.

Chuck in Mandeville: are I-Series Savings Bonds worth it?

EB in Gulfport asks about using Universal Indexed Life Insurance as an investment vehicle.

Tony in Diamondhead asks about using his Whole Life Insurance policy for a tax free income stream.