What would you do if money weren't an issue?

Jason Gutierrez
November 8, 2021

When I was younger, one of the things my dad and I used to do was fantasize about what we’d do if we ever won the lottery. We knew our chances were basically zero (at least I did), but it was always fun to imagine the “what if” scenario. We’d talk about buying fancy cars, a big house, giving the United States Postal Service the middle finger (where my dad worked), and eating king crab legs and lobster all day, every day.

As a 14-year-old kid, that’s about all that mattered to me. I’d leave those conversations feeling wildly hopeful and full of happiness, and then I’d come back to the real world and hit the sack early for yet another day of school. Life went on.

Today, at age 32, I sometimes wonder:

“What would I do if money weren’t an issue?”

I don’t think I’d care about buying a fancy car, a yacht, or a huge mansion. I think as long as I could work on whatever I wanted, whenever I wanted and could spend my free time with family, friends and doing various hobbies, I’d be pretty f’ing happy.

Funny enough, there’s not TOO much I’d change about my life if I happened to fall into a buttload of cash. As far as I’m concerned, I’ve already won the lottery based on the people I’m surrounded by and the work I get to do.

If you’re in a similar boat — awesome. Keep going. If not, the question “What would I do if money weren’t an issue?” is 100% worth pondering. Whatever comes from it is the direction in which you should point your compass and go.

Five to ten years from now you may just be in that situation (if you play your cards right).


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