From the Archives: The Right Time to Become an Entrepreneur

When is the right time to become an entrepreneur? Here is my answer.

Jun 02, 2025

Author’s Note: It is college graduation season and I was speaking with a recent graduate this past weekend. He just started a full time job at a commercial real estate company, which he is very excited about, but his ultimate goal is to become an entrepreneur. The conversation brought to mind the following post I wrote in April 2014, just a few years into my entrepreneurship journey. I’m now 14+ years into that journey and starting my own business is still one of the best decisions I have made in life. As always, I am grateful for the trust my clients placed in me when I got started, and for the relationships we continue to develop and grow. I am also grateful for the ongoing support I receive from my family and friends, and for all of you — our subscribers and followers in the supply chain and logistics community — who make it all worthwhile.

When’s the right time to become an entrepreneur?

That was the question I was asked most often by supply chain young professionals at a conference a few weeks ago. The young professionals rotated from table to table to speak with different executives, and I was the executive at one of the tables. And with each new group that visited me, there was at least one young professional who wanted to know why I became an entrepreneur and when was the right time to go on that journey.

My short answer is…

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