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November 11th, 2025 Mature Content

Anthony Napolitano: Forced Into Early Retirement and Now a Renaissance Man

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  1. Anthony Napolitano: Forced Into Early Retirement and Now a Renaissance Man Carl Landau, Anthony Napolitano 51:33

This month we tackle a topic we haven’t talked much about…Forced Retirements. Anthony Napolitano had a very successful career in the high-tech world. Then he was laid off not once, but twice by two big corporations right around when he was 50 years old. That was two years ago, and since then he has plunged into the world of early retirement with great enthusiasm, (which is an understatement.) His friends joke that he doesn’t have a “Type A personality,” he has a “Type-Anthony personality”.

Anthony has an analytical mind and devised a personalized Life Retirement Plan. He bases his plan on the four pillars of Health, Mindset, Purpose and Relationships. He even grades himself every year.

He was a star baseball player in high school and then went on to play four years of college division 1 baseball at Loyola-Marymount College. So in (un)retirement, Anthony is a natural as a high school coach. He loves being the assistant coach for the girls volleyball team.

He also works as a wine educator at a local winery in his tiny mountain town of Julian, CA, just outside of San Diego. He does a little bit of everything at the winery, from picking grapes to hosting wine tasting events.

You will Love Anthony. He’s full of wonder and personality. Although Carl points out that he is the star of the podcast, Anthony clearly steals this month’s show.

• More about Anthony Napolitano: https://www.linkedin.com/in/anthonynapolitano

• Anthony’s Blog “For the Napos”: https://forthenapos.com

• Episode Content: https://pickleballmediahq.com/blog/anthony-napolitano-interview-rorced-into-early-retirement-and-now-a-renaissance-man

• Sponsored by How to Retire and Not Die: https://garysirak.com/how-to-retire-and-not-die

• Sponsored by Capital Advantage: https://capitaladvantage.com/promotion/retirement-planning-guide

• I Used to be Somebody World Tours: https://pickleballmediahq.com/tour/all-tours

• Subscribe to I Used to be Somebody newsletter: https://pickleballmediahq.com/contact/subscribe

Carl Landau Author, Podcaster

Carl Landau is co-author of the new book, Pickleball for dummies. He has been an entrepreneur since the age of 26 and now in (un)Retirement is founder of Pickleball Media. He has started and sold three successful media companies, published five magazines (software development, winemaking and craft brewing industries). He currently hosts the popular podcast I Used to be Somebody, inspiring 50-plus-year-olds how to build their (un)retirement good life, including, of course, a little bit about the virtues of the game he loves — pickleball.