20 July 2025

Why “Going for It” Matters More Than Winning or Losing

I recently came across a powerful quote by the great tennis phenom Arthur Ashe that stopped me in my tracks:

“You’ve got to get to the stage in life where going for it is more important than winning or losing.”

That one sentence carries the weight of a lifetime of wisdom. And the more I sat with it, the more I realized how deeply it applies—not just in sports, but in life, in business, in relationships, in everything.

The Trap of Outcome Obsession

So often, we get caught in the cycle of results. Did I win? Did I lose? Did I land the client? Did my idea work? Did I make the sale? We treat life like a scoreboard.

But the truth is, we can’t always control the outcomes. What we can control is our effort, our courage, and our willingness to take the leap.

Arthur Ashe wasn’t just talking about tennis. He was talking about getting to the point where the fear of failing no longer outweighs the joy of trying—of stepping up to the net, even if you’re unsure whether you’ll make the shot.

In Business, the Best Wins Begin with a Risk

Every business owner, entrepreneur, or creative mind reaches a point where they have to decide: Do I play it safe, or do I go for it?

Launching a new product, switching industries, starting from scratch, investing in an idea—these aren’t guaranteed wins. In fact, many come with more risk than reward on the surface.

But here’s the magic: when we go for it despite the uncertainty, we grow. We learn. We stretch past our limits. And sometimes, that process delivers something far more valuable than a trophy—resilience, clarity, self-trust.

The Confidence to Show Up

Going for it is a mindset. It means showing up even if you’re not ready. It means speaking up when you’re unsure. It means betting on yourself even if no one else has yet.

And here’s the irony—those who go for it consistently often end up with the biggest wins. Not because they never fail, but because they don’t let failure define them. They’re in it for the journey, not just the destination.

The Personal Payoff

In life, just like in business, the real reward is not always the win. Sometimes it’s the growth that comes from the leap. The pride that comes from saying, “I tried.” The story that’s born from the risk.

Ask yourself: What could shift in your life if you focused less on whether you win or lose, and more on just going for it?

What dream would you pursue?
What call would you make?
What idea would you finally launch?

Final Serve

Arthur Ashe had it right. Life isn’t about standing on the sidelines waiting for certainty. It’s about stepping onto the court and giving it your all—win, lose, or draw.

Because once you get to that stage… you’ve already won.