08/21/2026
What does it actually take to keep a business alive for 25 years?
Honestly, it’s not a perfect business plan or getting every decision right.
It’s answering the phone when something goes wrong at 2 a.m.
It’s admitting when you made a mistake and doing everything you can to fix it.
It’s having hard conversations, protecting your reputation and sometimes turning down business that doesn’t align with how you want to operate.
It’s building a team of people who care about the work and trusting them enough to do their jobs.
It’s remembering that the driver hauling the load, the employee answering the phone and the customer trusting you with their freight are all people first.
Our family opened our Landstar agency more than 25 years ago. I grew up around this business, and I’ve watched it change more times than I can count. We’ve had great years, hard years and plenty of days when everything seemed to go wrong at once.
But the values that built our business haven’t changed:
Be honest, even when the truth is uncomfortable.
Communicate before someone has to chase you for an answer.
Do what you say you’re going to do.
Take care of the people who take care of you.
And never sacrifice a long-term relationship for a quick dollar.
Our very first customer is still with us today. I think that says more about the business we’ve built than any sales number ever could.
In honor of World Entrepreneurs’ Day, what is one lesson running a business has taught you the hard way?