In this special Happy Hour episode of How Hard Can it Be?, host Diana Maria Riva is joined by her best friend of over 40 years, Tina, for a glass of prosecco and a heartfelt chat. They reflect on the Eva Longoria episode and dive into Tina's inspiring pivot — from owning the biggest driving school in Cincinnati's tri-state area to selling the business and opening a spa in her house. They celebrate the power of asking "why not?", the freedom of saying no after 50, and how age can quiet self-doubt.

Ashley Jones on the AARP Ambush, Dating Profiles, and Co-Parenting After Divorce
44:00

Elisa Donovan on Grief, Saying No, and Rebuilding After Losing it All
36:47

Shaun Robinson on Aging Out Loud, the Power of Representation, and Helping the Next Generation
46:21