"What would you do if money were no object?"
Sure it's a nice game, and it's well intentioned, but it has some fundamental flaws. The question suggests some sort of retirement from life. Some point outside of the time-space continuum from which the whole universe becomes instantly clear. I don't know about you, but I've never been at that point, and neither has anyone I know no matter what drug-induced hallucinations they may have experienced.
My answer is always "travel," but it's unrealistic. Sure I could work my way around the world, but I have attachments. I mean, where would I keep all my guitars & books? Really. And as fulfilling as travel is, it isn't a life calling.
See, there's a major disconnect between "if money were no object" and "life as we know it." The whole idea is to come up with a pie in the sky unrealistic vision of life and then strive to match your life to it. But you can do anything already, or at least anything they're expecting you to answer, and if you can't then there's no point to the question.
I believe that every high school student should work for a few years before going to University. I believe that most people can't know what they really want to do until they've done something. I believe most of us have to work towards money not being an object in our lives until we can find our life's calling.
After the "Oh shit, I have to pay rent and bills" phase should come another phase. A "No matter what I do, I'll be able to pay the rent and bills" phase. Only at this point can we become truly self-directed rather than simply jumping from job to job.
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