Selling the company is not the finish line. What comes after it is where most executives get it badly wrong.
Ty Warner built Beanie Babies into a billion dollar business before trying to become a hotel operator and he discovered that the skills that made him extraordinary in one arena had nothing to do with the skills required in the next one. Knowing how to build one thing brilliantly does not mean you know how to do everything, and that gap is where a lot of executive careers quietly fall apart.
This was one of the many things discussed in my conversation with Ron Diamond, Founder and CEO of Diamond Wealth Advisors. Ron works with family offices and the founders who create them, helping them figure out how to make wealth and companies survive beyond the person who built them.
One of the things we discussed was how a founders ego affects their overall success. Ron believes that companies that endure are built intentionally, designed around leadership durability, strong ownership structures, and teams that can scale without losing their core identity.
What really landed with me:
Ego is the most expensive mistake a founder can make and it’s important to understand that because that understanding leads us to making different decisions about how and who we hire, when.
This is a preview of the Full Executive Brief. In the Full Executive Brief, I share more of Rons insights including:
- Why selling the company is not the finish line and what comes after
- How to build wealth that lasts
- The differences between Family Offices that endure past the first generation and those that don’t.



A show for the new generation of leaders. Join us as we discover unconventional leadership strategies not traditionally associated with executive roles. Our guests include upper-level C-Suite executives charting new ways to grow their organizations, successful entrepreneurs changing the way the world does business, and experts and thought leaders from fields outside of Corporate America that can bring new insights into leadership, prosperity, and personal growth – all while connecting on a human level. No one has all the answers – but by building a community of open-minded and engaged leaders we hope to give you the tools you need to help you find your own path to success.