The key has just been to baby steps.

Less head aches for me and I sleep like a baby.

remember were all those brave world war one and world war two soldiers came from  heartland baby...  

Yep - house hack, baby :)

The Baby-boomers are a different story, the BBs are into OPM and many over-extended fairly quickly; thus, your questions.I am not sure if there is any real security you can provide yourself if you buy a property where the seller has a mortgage.

Who knows where the market will move once all the Baby Boomers decide to retire.

Ooooo baby HUD + Lead paint = fun!  

If the property is a small multi-family (4 units or less) in Brooklyn where we are or anywhere in NYC you want that baby vacant.

I guess the reason I'm writing this is to finally get into talking with this amazing community, I believe this will be a baby step on my dream of making a name of myself.I really want to get into apartment complexes because I want to physically create something that a large group of people can enjoy together (just like a family).

Just the sleep dep talking I guess, combined with a rough year in landlording paradise with an unusual amount of churn as well as unexpected cap ex: a gnarly eviction, a tenant that OD'd in a unit, a hailstorm that trashed a $30k roof, another hail storm that did a lot of random damage with hail chunks a tenant described as being cauliflower head/cannonball sized which broke a solid oak deck handrail among many other things on the property, a sewer line that needed to be replaced which required jack hammering up the slab in a kitchen I had just finished fully remodeling, plus the new baby and the two other babies it's been quite a long year already so far.