I'm currently 30, finishing up undergrad, and pending any surprises, will be attending law school when I am 33. I have already posted in the Vet's Thread.
I'm currently active duty, and will be using GI Bill and potentially YRP to pay for law school once I am out. I'm single with no kids, and no plan for that to change prior to me getting out.
As far as undergrad and some fun blips from the past, I started off as a jazz bass performance major from 05-08. I'll be writing at least 2 addendums for that time frame (academic probation, multiple F's and WF's). I transferred to community college as a business major for about 1.5yrs from 08-10...will be writing addendums for several WF's (I withdrew after the drop date). At that point, I stayed away from school. I focused on my health, getting my head on straight, and other issues. I worked mostly retail as an associate and then as an assistant manager, including a stint where I was an Assistant Manager and Sales Trainer as well as a freelance musician (some months were more than I make now, some months wouldn't cover the electric bill). In 2011, I made one of the best decisions of my life and enlisted as a musician. One of the most important skills I have learned is to embrace the suck/perseverance. Whether it is with the work schedule, lack of sleep, or figuring out how to fit 50 pounds of crap into a 5-pound bag. Instead of breaking or saying "I don't have time", I figure out a way to make it work. With that being said, I restarted classes during summer of 2016 (this year). I'm on track to graduate early 2018 with a degree in Business Management with a Law for Business minor. If the school offered a music minor, I would have enough transfer credit and military credit to earn it.
As far as schools, programs, etc go, I'm focused on schools in the Chicago area. That is where I enlisted from, and it is the area that feels like home. My top choice is Northwestern, and then Chicago-Kent, DePaul, and Loyola-Chicago are all in the same boat for me. My backup school is Northern Illinois.
I plan on making the most of the GI Bill, and Illinois Veteran's Grant. So, the plan is to use the GI Bill to cover at least a JD, if not a JD/MBA or JD/LLM (yes, I have read about how the last two are nearly worthless). GI Bill covers 36 months of benefits (roughly 9 months per academic year), so I could do a 4 year program, as long as it isn't a 48 month academic program. I'll be saving the IVG for use down the road, since it is more limited in application (can only be used at IL state schools). Whether that means doing a part time MBA or a second bachelor's remains to be seen. I'm not thinking very hard for a time frame that is about six years into the future.