The closest comparison would be bourbon street for college age kids, but bourbon street may need to up its game.  

Perfect for all ages, this enchanting event is the highlight of the holiday season.

It also serves as a great example of what I tell my college age daughters - email/text is a very hard place to have serious conversations without at least one person getting rubbed the wrong way by what can be inadvertent phrasing by the other party. 

I will also look for houses with deferred maintenance and search them to see if there is an absentee owner and/or older in age, maybe ready to move or downsize!

Not at all.... the rent is based on the market rate, so if the units are all different...size/location/lay out/age etc etc... they would have different markets rates.

., We’re the same age and while I haven’t thought about exiting real estate, I have thought about diversifying asset classes.

First off, great job on the savings and having a gameplan of what you want to do at your age!

@Kyle FitchThis is an age-old question and topic and has been answered many times, which can be found with the magnifying glass lookup. 

Its the less aggressive model but it was programed into me from a young age, keep your business risk separate from the things that you need to live (home, car, food, etc.). 

Based on your age & needs, you could consider a variable annuity (stock market) vs a fixed or deferred annuity (more like a long term CD).