The Inner Monologue

Thinking Out Loud

I’m stumped

What’s the biggest risk you’d like to take — but haven’t been able to?

The biggest risk I’d like to take but haven’t? Honestly, I’m stumped—mostly because I already made a hobby out of taking them. At this point, I’ve run out of “don’t do this” warnings to ignore.

I’ve changed careers, wandered deserts, published controversial essays, lived out of vehicles, argued with algorithms, and built solar-powered nonsense just to see if I could. I’ve basically made a lifestyle out of decisions that make sensible people tilt their heads like confused golden retrievers.

So when people ask about the next big risk, I kind of laugh. What’s left? Shark wrestling? Running for office? Opening a kombucha stand on Mars? The truth is, long ago I figured out that life is one big, messy experiment—and the only real failure is letting fear keep you from pressing “Go.”

So no, I don’t have a dramatic “one that got away.” My goal is simpler: to never reach the end of a day, or a life, and say, I wish I’d tried. If I’m lucky, the only thing I’ll regret is not wearing more sunscreen and maybe that one burrito incident in Arizona.

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