About
Hello and welcome.
My name is Jeff, I'm a post-exit, post-economic founder. This site contains ideas, observations and questions about life after you've sold your company, attained financial freedom and decided that you had the perfect amount of money: enough.
You will notice, I am not a web designer or professional writer, so please forgive... well everything except the humble spirit of trying to share my experiences living life beyond the finish line.
This project is not for money, this is not an intro to my coaching services or a pitch for my SaaS fund. This is me, trying to share what I've learned, despite my lackluster web and writing skills. This is the field guide I wish I had when I retired.
My story:
Middle class kid from the midwest. Texas Longhorn. Married my beautiful wife in 1994. Father of 3 great kids. Salesman by trade, entrepreneur / founder since 1997. Founded security software company in 2003, sold to PE in 2017. Retired in 2018. Bought a bunch of stuff. Wondered why I felt so empty. Posted a few things on Twitter and other places and learned I was not alone. Started this project in 2025.
Your story?
Well, you're here so I'm guessing you have gone through something similar. You may have thought that retiring early with a big pile of money would be perfect, but you found you missed the structure, meaning, purpose and identity of who you used to be.
You probably found that doing the things you're "supposed to do" were not fulfilling. Travel and recreation are great for awhile, but it's not something to do every day. You probably invested in some startups and realized that it's more frustrating than profitable. You might have dabbled in non-profit work, thinking you'd give back, only to realize that they move very slowly and your treasure is more desired than your talent and time. You probably sat on a few boards and then remembered that you're a founder- you like doing things, not listening to what others are doing.
You may have considered going back to work or starting another company, then remembered how hard it is, then backed off because... if failure is an option, it will probably happen and you already have enough money so...
Look, I don't know you, but I'd guess you also spend WAY too much time fiddling with your investments. You probably thought about rolling up a bunch of HVAC companies then got into good shape, explored longevity, bought a cold plunge, tried some psychedelics, did some mentoring, researched climbing Mount Kilamanjaro, bought (and sold) a boat, started a podcast, ran a marathon, rescued a dog, tried but failed to meditate daily, bought an extra house or three and took flying lessons before you realized... something is off.