If you restarted life as a trust fund baby, what profession would you pursue?

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Travel influencer or run a pet rescue and adoption center

Love this answer, my thinking is generally aligned. It would be really fun to spend 5-10 years traveling and covering the full spectrum of experiences, staying in party hostels to 5 star hotels, going from Switzerland to Madagascar. Then, after years of traveling, settle down in wherever I felt most at home and start up a non-profit, ideally one that was multi-faceted so you could help more than one cause. *Sighs* maybe one day I will get to do some variation of the former or the latter, but the odds of doing both appear low initially 

Great idea.

I've always wondered about the appeal of golf for those who genuinely enjoy playing it as a hobby. Guess it's probably a lot more enjoyable driving around in a cart while sipping beers along with friends (compared to my experience getting baked in the 110 degree summer sun while carrying your own bag!). 

I used to play competitive back in middle/high school (sponsored by the local country club), although never quite enjoyed it much more than a potential path to getting a college scholarship (which didn't pan out anyways). Regularly competed in regional/state tourneys with a couple guys who are actually on the PGA now, and I have to say that life is tough especially for the 99% who never quite made it out of the amateur leagues. Honestly, the pressure is immense for even those who did make it on tour. My coach's son was briefly on tour too, but only cashed a handful of events before falling off the rankings: not enough to retire on, and ultimately goes back to being a coach/managing a course. It's quite a brutal life and certainly not for the faint of heart at the competitive level. I'd say the casual 4-man scramble/charity event tourney path is probably the way to go. 

A true American hero!!!

I think you should make a specific ultra-secure one for the people who think Blackrock/Vanguard controls the world.

One of my closest friends worked for a place like this in Southern California during college. Owner created a tech company, sold it when he was 22, and creating an exotic car dealership.

Ended up shutting it all down though, got caught up in being over extended and the margins can be thin if you’re not super selective on cars. Fun time though, I got to ride in a few Aventadors and drive an Audi R8 myself. Coolest thing my friend drove was probably an Aventador SV

That’s pretty sick! I figured it might be stuff that’s a bit extra like selling charcuterie.. I’d imagine doctors/scientists also have a fair few because of how meaningful it is

To address option 1 -- in my case, I've already done most of the fun stuff, so I have a default role unless I choose to do something different. I'm not limited to that specific role, as I do a lot more beyond that.

I have other personal and family businesses. I have started a few companies, and the role I mentioned is more of a default role... but that doesn't mean that I don't (also) do a lot more as well...

I've traveled (100+ countries), I've raced around with fast cars (on track, and I've owned a few/and I still have a fast car that I take out for fun drives), I've sailed (I had a sailboat), I've climbed mountains (several), I've done a lot of things. It's been fun. I wouldn't define my life around that, however, because then it's just costly and you fall into a trap of forever seeking more and more excitement, which ends up disappointing and can be problematic.

It isn't so much that I have lost initiative, it's that after a while of doing things, you start to run out of exciting and new stuff to do, and you fall into a default niche, because it's a natural fit, but doesn't necessarily mean that you don't also do more beyond that.

I've done most of what others mention, but after a lifetime of doing all that + work roles, you start to seek calm and default to what is comfortable and ordinary to you. Perhaps most luxurious is that nobody tell me "No" or tell me to F-off, because I own the company, and my name is on the building (figuratively, and somewhat literally), so I enjoy having that comfort. It allows me to do whatever I want, including to fall back into my comfortable niche.

I've always had my trust fund, but I inherited first at ~21; and then again in my ~30s -- each parent was heir to an old family, and I inherited from each/both of them.

After a while, you aren't really impressed with the wealth, and you aren't seeking excitement, because you've always had XYZ as an option if you wanted it, so it's loses a lot of appeal to make you rush out to do XYZ; because you can already do whatever you want, and it's hot exactly new.

Wealth allows you the comfort of flexibility and to have options. However, when your options are effectively limitless (e.g. almost anything), you sometimes default to what is comfortable and known to you.

(That's why you'll see a lot of old money wealth tend to focus on what they themselves might like, whether simple or lavish, perhaps it's something simple (perhaps a favorite childhood food or something) they happen to like. They can afford anything, but they like that simple option, because it has a certain familiarity).

It doesn't have to be an absolute choice, of either A or B.

It can be A + B, then back to A, if you desire that as a default.

I hope that answers the question.

Option 2 -- that tends to result in spending everything, and really having much left later on. The goal should be to never decrease wealth, and to only spend what the investments consistently generate. Most passion projects tend to be a bucket of spending, and can be quite costly.

Option 2 is typically how most wealthy families lose their wealth within 3 generations. (Old money starts at 100+years / 3+ generations). Whatever wealth will likely decline at a rapid rate, as this tends to be the historical path of most new money families. It applies a short-sighted view, assuming that wealth will always be there -- it won't, unless managed properly, which means most of those passion projects wouldn't happen.

Option 3 is fun for a while... It can be a lot of fun in some ways, but it's easy to fall into a point where some of the hedonism starts becoming an addiction. Yes, having access to hook up with models, or party with famous people can be fun for a while, but it's gets old, and can be problematic. I have wealthy friends who have done so much powder, that I think it damaged them in major ways. Even the hedonism of having those (pro/freelance, lol) females can be problematic, as lately there is such a trend of wealthy men being accused of things, to try to extort money or send him to prison. That can be a serious risk, that isn't worth the hedonistic fun. Yes, a lot of us do have fun, but it's about being careful and controlling yourself, so it doesn't get out of hand.

Ideally I would self-teach i.e. have world class private tutors teach me the physics and engineering stuff (because fuck college and all that bs), then I would get really good at public speaking / persuasion, dream up a vision, and finally I then start the company. 

<<<4 days a weeks at KPMG lol