

Identity Part 2: The Paradox of Prosperity
As I had teased in my first post on this topic (From the Coaches Corner: Self-Actualization and the Path to Fulfillment in Entrepreneurial Success), the pursuit of entrepreneurial success often culminates in an existential quandary: is the journey only about the accumulation of wealth? My familial background—a mother with an immigrant's cautious financial mindset and a father who equated spending with therapy—set the stage for my complex relationship with money. As I age, I find the crude mechanics of wealth less enthralling, my focus drifting towards the enigmatic forces driving my life's work.

From the Coaches Corner: Self-Actualization and the path to Fulfillment in Entrepreneurial Success
In entrepreneurship, success is generally measured by tangible markers such as financial prosperity, market expansion, and product and service innovation. Yet, despite the emphasis on these achievements, the financial gains anticipated, and their presumed life-enhancing benefits, the quest for fulfillment often remains elusive. The real question is whether the ultimate triumphs in business provide what humans fundamentally seek: a lasting sense of achievement and fulfillment.

Successful Business Transitions and the Perils of Single-Exit Expectations
Exiting a business is a significant milestone in an entrepreneur's journey, often viewed as the ultimate test of their strategic planning and execution capabilities. However, the road to a successful business exit is fraught with challenges, misconceptions, and unexpected hurdles. A common pitfall for many business owners in the lower middle market is the reliance on a singular exit strategy: selling to a third party for the highest possible price.