01:13 - Gregory returns from his vacation with tales of adventures in Milan, Italy and in Austin at the iHeartCountry Festival. The food and wine experience in Italy is noticably different, especially considering dinner takes 2-3 hours most days.

14:23 - Gregory shares some of the ways Italy has a different mindset on economic issues like taxes and manufacturing.

19:17 - Gerard in New Orleans wants to turn on Social Security early, continue to work, and save some money from the dual income for retirement. Gregory warns early Social Security benefits may be subjected to a clawback based on your income, and the math frowns upon locking in a lower monthly benefit for life. If Social Security is your only plan, deferring to age 70 is probably your best bet.

34:02 - Gregory ranks the musical artists from the iHeartCountry Fest in Austin. The iHeartCountry event is now Gregory's favorite concert of the year for the last 3 years in a row.

38:13 - The numbers behind the Kentucky Derby scandal shows how millions of dollars were hanging in the balance for so many people. The unprecedented disqualification was financially massive.

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