It has the potential to net around 15% cash on cash IF I can refi it at around current market rates in a year or two, if not, it’ll be more like 6% (which, sadly, is pretty standard for the area) until inflation pushes rents up.Would you bet on this thing?

Take a similar approach and engage with them....again within reason.90% of the time, if not more I bet these people deal with angry, rude, impatient and unreasonable citizens who are mad at them for a citation or just because they exist.

I have been researching "Checkbook Control" Solo 401(k)s here and on the web... 

The better areas of Chicago just like the better real estate markets of the nation have quickly bounced back towards peak prices, so the equity bet is risky.  

Your best bet is to crash on someone's couch until you have a job then start hunting for your own place.

Generally your safest bet would be to simply pay off the HOA to protect yourself. 

I'll bet you know a good lawn service who would work with you and do it for free or greatly reduced in exchange for the chance to get a long term client.  

I bet there's a house already for sale in the same area as your theoretical acreage, for $60k.

They also offer external web forms to have VA's fill out without giving them complete access and it uploads the info into your CRM automatically. 

If there are, I can sure bet that the premiums will be sky-high, in that there will most definitely be claims made when they vacate.Your thoughts?