The Real Reason Your Dreams Are Failing (And It’s Not What You Think)

Even if you’re not a tennis fan like I am, I thought that Madison Keys’ recent Australian Open win had a lesson that could speak to all of us.

She spent 16 years on the pro tour – chasing her dream – only to watch the years pass without ever winning what every tennis player longs for: a Grand Slam title.

Maybe our dreams aren’t about winning a Grand Slam. But we’ve all been there – pouring everything we have into something, only to keep falling short. We blame bad luck, timing, or lack of support. Or even, that we haven’t done enough of what I have been doing like she admitted herself: “For a really long time, I felt like I was so close to doing it a certain way. I kind of just kept falling short. But in my head, it was, ‘If I just keep doing it that way, maybe it will happen.”

But the real revelation came when she realized something deeper:

"There have been periods of my career where it felt like if I didn’t win one, then I hadn’t done enough, and I didn’t live up to my potential. That kind of took a lot of the fun out of the game. There were times where it felt paralyzing on the court—because it felt as if I needed it to happen, instead of giving myself the opportunity to go out and potentially do it."

Madison Keys

What changed? She stopped gripping so tightly. She stopped resisting change. She opened up. She reflected. And stopped defining her self-worth over achievements or failures. She embraced a new mindset – “I’ll try anything, I’ll do anything, I’ll be open.”

And that’s when it happened.

She won a Grand Slam the moment she “no longer needed it” – to prove her worth, to validate her journey, to feel like she was enough.

The lesson: When we stop chasing something as if our entire being depends on it, we finally free ourselves to receive it.