The question in our home right now is whether or not he should pursue a business/finance or similar degree in college or start his future now. 

And I've felt constrained by the limits on my ability to raise rent (market is a bit higher than what Section 8 will pay).

Several reputable companies provide individual investors with the ability to set up self-directed retirement accounts.

I work full time and she works part time while also completing her masters degree. 

I would take advantage of your ability to access freddie fannie backed loans by using a different strategy.

Hey, @Rachel Reese.I’m a newbie but, I like to respond to situations like yours because it makes me call on and employ the knowledge I’ve attained about REI, and the skills and abilities I’ll need to employ to close a deal myself.

@Adam Weisenburger If you haven't house hacked yet, or if you have the ability to do it again I would recommend you start there.

I’d love to offer advice, but I was also just lucky to some degree.

I have money, but still manage to pay a bill one day late. 

I am very comfortable operating in this space and I am confident in my ability to be successful in the business.