The Most Dangerous Risk of All

Randy Komisar said it best:

“The most dangerous risk of all is spending your life not doing what you want on the bet you can buy yourself the freedom to do it later.”

It’s coming up to ten years since I left my job. No big drama—just a quiet decision that if I didn’t do it then, I might never do it. Looking back, I honestly can’t imagine being alive had I stayed.

Not just because of what I’ve been able to do—the projects, the travel, the partnerships—but because of who I’ve become. The amount of growth, the breadth of experience, the flexibility I’ve had… I’d never have found that in a traditional career path.

It’s not that employment is inherently bad—some people thrive in it. But for me, staying would’ve meant deferring the life I actually wanted. And that’s the trap: we tell ourselves we’ll make bold choices later, once we’ve saved enough, earned enough, proven enough. But later rarely comes the way we imagine it.

If there’s one thing I’ve learned, it’s that the longer you wait to do the thing you actually want to do, the harder it gets. Not just practically, but psychologically. You become used to waiting.

That’s the risk no one talks about. Not the risk of failure—but the risk of postponement. And it’s far more dangerous.