If I Could Do It All Over Again… I’d Probably Make Different Mistakes
When you’re younger, you think wisdom means reaching a point where you stop making mistakes.
I’m not so sure anymore.
At 53, if someone handed me the keys to start life over, I honestly think I’d make many of the same decisions. I’d still play music. I’d still chase opportunities. I’d still take chances. I’d still meet incredible people. I’d still build businesses, fail at some of them, and dream bigger than most people thought was reasonable.
The difference?
I’d skip a handful of the mistakes that caused unnecessary pain.
But here’s the interesting part…
I’d simply replace them with new mistakes.
Because that’s what growth looks like.
Every season of life comes with problems you’ve never faced before. Every new opportunity asks something different of you. You don’t graduate from mistakes—you graduate to new ones.
The goal isn’t perfection.
The goal is better mistakes.
Instead of mistakes caused by fear, make mistakes caused by courage.
Instead of mistakes caused by laziness, make mistakes because you tried something ambitious.
Instead of repeating yesterday’s failures, earn tomorrow’s lessons.
Looking back, I don’t regret living.
I regret the moments I wasn’t paying attention.
The moments I ignored good advice.
The moments I chose comfort over discipline.
But I don’t regret taking chances.
Those chances became stories.
Those stories became wisdom.
And that wisdom is worth far more than a perfect record.
So if you’re waiting until you have everything figured out…
Don’t.
Go live.
Make mistakes.
Learn quickly.
Then go make some new ones.
Because a life without mistakes usually turns into a life without adventure.
At 53, that’s one lesson I wouldn’t trade for anything.