Hi, I'm Casey
I spent most of my adult life building Printfection, a bootstrapped software company for managing corporate swag.
I started it in college. For the next 17 years, there was always a decision to make or a problem to solve. We sold it in 2021, when I was 37.
I was proud of what we had built and amazed we pulled it off. We were lucky to sell when we did, and I was grateful for all of it.
After the sale, my calendar opened up. I had money to manage, two young kids, and no business setting the agenda every morning.
But I found the transition surprisingly hard. The high faded faster than I expected.
The exit gave us options, but it did not tell us what we could afford or which changes were worth making.
Business income stopped with the sale, and my salary ended a few years later. Without that income, the money we had accumulated needed to support our family for 50 years or more. I wanted to know how much we could use now without making future work a financial requirement.
My first instinct was to focus on the portfolio. But I also needed to know how much of our net worth was available now, what our life actually cost, and whether we could afford to keep living that way.
We started considering whether to use a large share of our liquid assets to build a home in a mountain town. It would change where we lived, how our children grew up, what the portfolio needed to support, and how much flexibility remained if we were wrong.
I want to use the freedom the sale created to make our life better now, while we have the time and health to enjoy it. But every major choice narrows our future options, so I need to know which ones are worth it.
With our own money at stake, I write about the questions that come up, what we decide, and what I learn as we live with those decisions. Everything comes back to the same question: what did the exit actually make possible, and how do we use it well?
I want to help people who have built something, sold something, or are trying to make capital support a life with more freedom.
P.S. I'm looking for one or two post-exit founders who need a trustworthy financial baseline before committing to a major decision. I'm building this from the financial system I'm finishing for my own family. If you're facing something similar, I'd like to hear from you.