Bordeaux image

I Used to Be Somebody

inspires 50+ year-olds who don’t want to retire but want to build their (un)retirement good life. Each month we interview cool, inspiring people about their retirement challenges and why and how they figured it out—turning this phase of life into an incredible, rewarding reality.

It’s for people who don’t want to retire–they just want to do something new, more fun, and more meaningful. Our guests have created amazing Second Acts! Oh, and there’s a little talk about Pickleball.

Glass Icon
I Used To Be Somebody World Tours
Bordeaux header image 2027

Next Stop: Bordeaux, France
Wine country luxury at Le Burdigala, château dinners, a cheese cave tasting, and coastal charm in Arcachon Bay, with Carl & Diana keeping the fun going.

September 26 – October 2, 2027

Envelope Icon
The (Un)Retirement Newsletter

Join Thousands Living Their Best Second Act

We don’t sell or share any contact info with anyone.

Latest Podcast Episodes

I Used to be Somebody, the Podcast

I Used to be Somebody is my new podcast! It’s my journey through reinventing myself in this older body but hopefully wiser mind.
I’ve been talking to hundreds of recently “retired” entrepreneurs / execs about what their journey was like. Retirement sounds easy, right? But for someone with a big career, it was a huge part of who they were. Next steps aren’t so easy to figure out.

Each episode I’ll interview really cool “retirees” who are tackling something big, new, and rewarding. I’m less interested in what they’ve accomplished than how they got there. How did they figure out what worked to bring them satisfaction? Were there any wrong turns in their journey? What have they learned about themselves in the process?

So, I’m basically the guinea pig for this project as I try to figure it all out, using these conversations to help me chart my own path. And one thing I Used to be Somebody won’t be…is boring! So much of what I’ve read about retirement is the same old stuff they were saying 25 years ago. I guarantee new insights and 100% fun.

Introducing... "I Used to Be Somebody"

The First Podcast Broadcasted from a Tiki Bar

How to Listen

Listening to a Podcast is so easy! The best part is it opens up a whole new world of topics and conversations and it’s free! You can listen anywhere–while you walk, while you drive, while you clean the house. Did we mention it’s totally free?? Any young person can show you how to access podcasts on your phone in less than 30 seconds. But it’s better if you figue it all out yourself, here are 4 simple steps.
  1. Go to the App Store on your iPhone or the Google Play Store on Android. If you have an iPhone, search for “Apple Podcast” It looks like this: Apple Podcasts Icon. If you have Android, or want to use a different app just search for “Spotify”. Spotify Icon
  2. Open the app on your phone and search for “I Used to be Somebody”. Click on the podcast with my 28 year-old face and a cat on my shoulder. I Used to be Somebody cover
  3. When it opens, hit “Subscribe” or “Follow”. It’s free! You can listen to any of our podcast episodes here. When a new episode comes out each Tuesday, you can open your Podcast App and it will appear.
  4. The old fashioned way to listen: You won’t be able to subscribe, but can always listen to an episode via the player on our website!