If you’ve ever looked at your life from the outside and thought, “I should feel good about this… so why don’t I?” this video is for you.

One of the strangest patterns I’ve seen after years of coaching high achievers is this: the more successful someone becomes, the more they feel like they’re failing.

Promotions increase, income goes up, responsibilities grow—and somehow the sense of satisfaction shrinks.

In this video, I break down what I call the perfectionism trap. It’s the reason nothing ever quite feels good enough, no matter how much you achieve.

I share a story about a client who won a spelling bee as a kid with 99%. He was proud of it. He went home excited. His dad looked at the paper and asked, “Where’s the other 1%?”

You end up chasing an invisible finish line. Every win immediately turns into, “Yeah, but it could have been better.” This is maladaptive perfectionism: setting unrealistic standards, then beating yourself up afterward for not meeting them.

I talk about how perfectionists tend to measure the wrong things. You don’t measure what you did—you measure what didn’t happen. Wins get rewritten as losses by imagination alone.

Over time, this creates a brutal inner environment. You’re living with a voice in your head that is never satisfied, never impressed, never encouraging.

That’s why so many high achievers are exhausted, anxious, burned out, and quietly miserable despite doing “better” than most people around them. They’re running hard on a treadmill that never stops.

In the video, I also explain why perfectionism doesn’t actually help performance. Creativity, leadership, risk-taking, and real growth all require being willing to get things wrong. Masters don’t have undefeated records.

If you’ve ever wondered why pressure seems to fuel your success while slowly destroying your enjoyment of life, this video will help you see what’s really happening—and why perfectionism isn’t your strength, it’s your leash.

👉 Go watch the full video if you want to understand why nothing ever feels like enough—and what that voice in your head is actually costing you.

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