So this needs to be farmland of some sort?

@Trent Warner it is a matter of commitment and motivation.

You could also get some sort appliance warranty that will save you the cost of service calls. 

If anyone have any advice on how to find motivated buyers I would greatly appreciate it.

Most people like to enjoy some sort of holiday meal and/or HAVE TO buy food and this would pair well with the timeframe you're wanting to give something back. 

It just sort of felt like at that point, I had gotten the bulk of the valuable information they had to offer in their first few books and the rest of their offerings just seemed like a money grab to me. 

I sell with dual license in KS and MO, but want to do more.HiA great start is putting a deadline to that goal you gave yourself.We can assist by holding you accountable , encouraging you along the way.To hold that many properties, equity is your target....Alot of free equity.You can get that as you help motivated sellers solve their problems too 

The owner of the unit above me has been extremely uncommunicative - she was pretty averse to any sort of mitigation action as her HO-6 adjuster told her as long as she dried up the water herself she was "all set", despite my telling her that her subfloor was obviously waterlogged and moldy.

Are there lenders that would actually let us do this and if so what sort of criteria would need to be met?

That does not yield any sort of return.