There’s nothing quite like the humiliation of being bad at something new.
Not the funny kind of bad. The kind that makes you want to give up. That makes you question if maybe this just isn’t for you. That whispers, “Some people are naturals, and you’re clearly not one of them.”
That was me when I started swimming.
Two and a half years ago, I couldn’t get through a single length of the pool without gasping for air. I’d make it 25 yards and cling to the wall like I’d just survived a shipwreck. It was frustrating. Embarrassing. And a little demoralizing.
But I kept going. I watched videos. Took lessons. Practiced when no one was watching. And slowly, very slowly, I started to get it.
These last six months, I’ve been training for a swim I wasn’t sure I could complete: 40 x 100 yards. 4,000 yards. 2.25 miles.
It was a birthday challenge. And a few days ago, I did it.
The entire thing.
And that’s the strange, beautiful thing about learning. It feels impossible. Until one day, it doesn’t. The same movements that used to feel like flailing start to feel natural. Rhythmic. Powerful.
I’ve been learning guitar too, and I’m still firmly in the “this sounds bad” phase. But I’ve been here before. I know how this goes.
If you’re learning something new and you feel discouraged, let that be your reminder: it’s part of the process. Not a sign to quit.
Learning will challenge you. It will humble you. And if you stick with it, it will change you.
You’ll feel unsure before you gain confidence. You’ll feel clumsy before you find rhythm.
And yes—you’ll feel a little stupid before you finally get it.
But one day, when it finally clicks, it won’t just feel like progress.
It will feel like freedom.
I Was So Bad, I Almost Quit
In the 40 days leading up to my 40th birthday, I’m sharing 40 lessons I’ve learned over 40 years. One each day. Some are stories. Some are truths. All of them are Letters to my Former Self—and maybe yours too. You can view all stories in this series by tapping here.
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