Rambling:
I don’t think people who follow their dreams without planning for the future at all are very happy in the long run. They may have a good time early on when they’re studying acting or WW2 European history, but eventually the bills come due. When you’re 60 years old with no savings in the bank and still working as a waiter because you couldn’t break into acting or academia, your golden years start to look pretty bleak.
Nor do I think rich people are inherently unhappy. They can be unhappy if they focus on gathering wealth to the exclusion of other things in life, but a lot of times the things they do that generate their wealth also make them happy. People like Steve Jobs and Bill Gates are (or were, as the case may be) filthy rich, but they got that way by changing the world as they saw fit; that’s gotta be a pretty powerful feeling. And now that Gates is filthy rich, he’s turning his wealth toward philanthropic ends, presumably because it makes him happy.
Two friends of mine, both engineers, recently completed MBA’s. One was motivated primarily by the higher salary he could command; maybe he’ll be happy, maybe he won’t, I guess it depends on how he divides his time and passion between career and family, since his career seems to be primarily about money. The other, though, was motivated by the desire to start something. With the extra knowledge he’s gained of how to run a business, he wants to create jobs in Michigan, something we badly need here. He will become wealthy as his career progresses, but I think he will also be happy because he is creating something of value for the rest of us.
As for the rest of us…
Didn’t Aristotle advise moderation in all things? Can we find some middle ground in our lives?
Years ago a wise tour guide in Mexico once told our group that we all ought to feel very lucky in life that we had three big resources that allowed us to be there that day:
-health
-wealth
-time
He was right, and I’ve often found myself thinking about that. Some people struggle with two or even all three of those things, but nearly everyone struggles with the wealth issue in one way or another. The most common problem seems to be mismanaging your wealth so that it’s not available when you need it, but a few people have the opposite problem: they become penny-pinchers, always saving for the future and never living in the present. Then when they retire, they have great wealth, but either their health is failing or they find that they can’t break their lifelong penny-pinching habit.
Find the middle ground. Save aggressively early in your professional career, and if you do it right, you can reduce (but not eliminate) your saving rate well before retirement. Now you have wealth, and you still have health and time. Even then though, you will have to find dreams that fit within your budget. That’s reality, and there’s not much you can do about that. Example, several years ago I briefly looked into the possibility of amateur road rally racing. I quickly shitcanned that idea as I realized how incredibly expensive it would be. Instead I decided to stick to motorcycle sport-touring; I could afford a top-of-the-line sport-touring bike, and riding/maintaining it was something that wouldn’t break my budget.
Career? My dad’s advice was to choose a career that promises a decent income, and maintain your less lucrative passions as hobbies. You like acting? Instead of getting a BA in theatre arts and then struggling to make ends meet, maybe pursue a business or nursing degree - something that will let you get a job and start earning money right away - and then get involved in community theatre on nights and weekends. You’re still pursuing your dreams this way, but you’ll also be able to live comfortably and squirrel away money for the future. You like sports? Play on the school team, but don’t abandon your studies, because the odds of you turning pro are very, very slim.
It’s one thing to accept some risk in pursuit of your dreams - life is pretty bland if you don’t take some risk - but it’s foolhardy to pursue your dreams with wild abandon and an unrealistic/nonexistent plan for how to navigate through the rest of your life with a high probability of financial security.