Larger families, remote workers, or investors could see it as ideal, especially if local schools or amenities like parks, dining, or entertainment are strong.

Education (K-12, High Ed, Trade Schools) 2.

I am kind of stuck on where I should lead him next, since he's busy with school and sports he doesn't have time for a job.

I'm wondering if YNAB is too simplistic (i.e. one mortgage, not 3+) and I need to graduate to some kind of small business accounting software that can spit out P&Ls. 

I've definitely seen parents purchase properties close to campus to house their kids while they're at school, it's a solid move.

Check out Hawaiian village, Papillion great school district, etc.  

I'm also a former math teacher, so trust me, setting up an S-Corp for operations is NOTHING compared trying to get 30 twelve year olds at an urban school to learn math according to state standards.

You could look at NLV or Henderson depending on where you’re going to school.

Me and my wife live in Provo UT currently, I'm in school for the next 2 years and won't be able to work but my wife is working full-time so we can live.

Hey @Tempest Byrd - I ironically went to high school with a Tempest Rouge, I love that name!