Leadership lessons in flip flops:
Most people think they know their boss.
They usually don’t.
Years ago, I wrapped up a brutal week-long project in Vegas.
Long days, everything riding on execution, and by Friday afternoon we finally closed it out.
Around 1:00 PM, my boss looks at me and says:
“We’re done. Let’s go enjoy it.”
We were staying at the Tropicana, so we agreed to meet at the pool.
Now, this is a guy I had only ever seen in a suit.
Straight, serious, all business.
20 minutes later he shows up in flip flops, swim trunks, and a tank top he clearly just bought from the gift shop.
And it hit me:
Even the most buttoned-up leaders have another side.
And the good ones know when to use it.
He didn’t have to do that.
He could’ve gone back to his room, kept it professional, called it a successful week.
Instead, he made a conscious choice to:
step out of his comfort zone
show a little personality
and make sure the people around him felt the win.
That stuck with me.
Leadership isn’t just about driving results.
It’s knowing when to let people breathe after they’ve earned it.