going by what I do on days I don’t have to work, I’d probably off myself out of boredom.
I’d probably do just what I do now. Only I’d do more of it and in greater style.
Nonstop hookers and blow, baby.
Probably travel alot. Assuming I could keep even $40k-$50k in income from the trust indefinitely I would turn into everyones best friend, the guy who can always be there to pick you up when your car breaks down, watch your kid when the babysitter gets sick on the day you have a meeting with a major client, help you move, all that kinda stuff.
If I still needed something to do, probably go buy out units at storage auctions and sell the pieces on eBay or craigslist.
I’d like to open a vegetarian/vegan restaurant and bakery, I think. I’d work my ass off setting the place up and hire people who knew about the parts I didn’t, then hire people to do the drudgery while I just took care of the big things and sort of flitted in and out as I pleased, like my boss does now. Except, I’d probably be more involved in the cooking and the kitchen.
I’d do a lot of charitable stuff and a lot of traveling, but I think having a restaurant would give me all the things mentioned as missing in the other thread- purpose, direction, a way to socialize with people who are not other trust fun babies, and… a good vegetarian restaurant in my city.
pretty much the same as the “what if you received $10 million” thread… only I’d take my time going through college 
I’d join lots of open access scientific expeditions, then fund a few myself. Go adventuring!
Probably travel all over, after I got bored of that I don’t know.
Following tours of band I like would be cool though. I don’t really get into sports but following a sports team if you are into it would be cool too.
If I was a trust-fund baby - meaning I was standing on my parents’ shoulders, opportunity-wise - then I would try to figure out what Big thing I could accomplish getting off to that kind of head start. I am assuming that I would NOT be Bill Gates rich, so I would not try to eradicate a disease or anything :), but I would either want to run and grow the family business, or if I just had cash, try to start/invest in a business and grow it.
I would manage my finances to avoid betting the whole farm, have a wonderful collection of guitars 
and find opportunities to teach business, strategic planning and structured communications where I could…but there would need to be a worthwhile, big risk involved as my main business or activity.
I’ve worked all of my adult life, I currently work in retail and I still struggle to find my ‘value’ to society. I’m sure I’d feel a lot more valuable if I could contribute financially to charities I believe in; if I could provide better for my kids and loved ones; and if I could learn something more useful than how to process your Christmas returns.
What would I do? I’d go back to school and get a decent education, I’d travel a lot and explore the world. I’d make sure my kids got a great education and exposure to the world. I’d take care of my family and I’d do some volunteer work. I’d make my husband’s dreams come true.
My job is great - for a job. But I’d certainly prefer not having to work.
What would I fill my time with, if I had the money? Spend more time with the Firebug, invite friends over to dinner more often, do a lot of traveling, do projects around the house, a bit of gardening, and of course debate politics online as always. Do some political activism if I have the time and energy.
I’ve always had more things I wanted to do than I could fit into even an independently wealthy, job-free life. I wouldn’t need to go looking for hobbies.
I’d build a big complex of greenhouses and run a year-round farm stand, selling stuff that’s actually been ripened the way god intended, at whatever reasonable prices would let me break even. Once I got that under control I might branch out into chickens and baked goods.
God, I love greenhouses.
Not much. Lots of books, movies, video games, walks, and just puttering around the house, sleeping until 10 every day.
Being independently wealthy has long been my primary fantasy in life. I remember as a teenager religiously entering the Publishers Clearing House Sweepstakes (on my parents’ behalf, of course) every time that envelope came in the mail.
In an unfortunate twist of fate, my interest in being independently wealthy seems inversely related to my desire to do anything that would make me independently wealthy. I hate working, but unlike many lazy people, I can’t stand the results of laziness. I’ve always envied these Warren Buffet types (or Stephen King types, for that matter) and thought–why didn’t he cash in long ago? After he made his first few million, why hasn’t he spent the rest of his life lying on a beach somewhere? Well, it’s because he actually likes what he does, which is also why he succeeds at it.
The most contented periods of my life, indeed the only times I’ve felt like I was really myself, were Christmas breaks during college: no job, no schoolwork, just basically sitting around for a month. I could happily live my whole life that way. In fact, I once posted a thread on the SDMB about ways to live without working, and somebody mockingly described my sentiments as “ahh, retirement: it’s wasted on the old.” It sounds pathetic, but honestly I do sort of feel that way.
And no, I don’t think I’m depressed; I’m just the biggest homebody who ever lived.
Does anyone else feel this way? I don’t think I’ve ever met to anyone in real life who did (or would cop to it.)
I would probably do school, constantly.
And also, Martial arts training. It’s been a long time goal that I haven’t been able to persue it due to finances and having to work.
Plus, funding some scholarships. Gotta balance out the karma.
Yours truly became a “Trust Baby” at age 59 … my hands are severely tied by the Trust that my late dad set up, so I don’t exactly have free rein. I was able to quit all the misc. min. wage day-job stuff that I had to do to survive, and if I tried to get re-employed again, I have no idea what I would be able/be allowed to do. I am a college grad, which amounts to zip these days. All my good work was volunteer, anyway.
The Trust provides me with basic living expanses and that’s about it. No Gravy Train.