Anyway, I didn't see any positive answers yet about getting a degree in filmmaking and getting a job in this industry? Has anyone done it?
Some people have, sure. There's not a lot of normal 9-5 clock in steady paycheck jobs in film though. It's gig to gig stuff for the most part. Even if you work for a company, they're working gig to gig.
It's all about you wether or not you make it. If you're crazy ambitious and take every opportunity you get and are talented, you should do ok. A film degree (or any degree) doesn't automatically mean success, gotta get out there and grab it!
I'm one of the fortunate few blessed to be able to have only worked in media since highschool, and I turn 28 this year. I do graphic design here and there too, but overall it's mostly some dort of production work. I started "helping" when I was little, and doing serious volunteer stuff starting in junior high and through highschool. Every summer I'd help out a travelling non-profit for a few weeks working, and eventually leading their video team, and twice a weekI did media stuff at our church. I had enough experience and met enough people that at 18 the summer after high school I got a gig editing for a small show 2 days a week, and running camera or working in a tv truck one weekend every 6 weeks or so. It paid enough to take care of me the year of film school I started, but never finished. From there it's been all freelance work. Some steady, weekly clients, other sporadic one off stuff.
Now, most of the younger guys I led those summers are all a part of our team producing the stuff we want to, and working media in-between. There's like 4 or 5 guys still in school, then a couple that work outside of the production world and all the others are full time production, either clocking in or freelance.
All of us have the same thing in common, LOTS and LOTS of volunteering. That was our education. I did work for free every week for 4 or more years before I got that first gig though. You're young, you live at home and don't have bills, find ANY media opportunities you can and get on it. Anyone that has a regular media program (TV, news, churches, some schools, etc) needs help and has some level of equipment.
I do feel for the (slightly) older guys though, it's gotta be hard. I actually, mostly on purpose haha, have avoided major relationships from highschool and through college and early 20's and just recently started "looking". I knew early on, from observation, that it's hard to have a wife and especially kids and focus on the "dream". Sucks sometimes, but a sacrifice I made... Again, mostly intentionally haha.
Directorik - I really like what you had to say as well. Very, very well said.