RRI manage it all by being organized, by using built systems, and delegating menial tasks.

There seems to be no organization, no “map” as to where who will be standing where.  

Then I will use a roommate addendum that I’ve gotten from a local landlording organization to add him to the lease.

It sounds like one of the earliest connections I need to try to make is with a contractor who is willing to give me some ballpark numbers to work with, and who will be able to give a quote for the work. 

Again, the more professional and organized you look, the better. 

I help organize a monthly REI meetup so if you're around, maybe you can attend.

So they are organized in a way where they can accept 1031 exchange money (a TIC or DST) or do the equivalent of a tax deferred exchange (upREIT).

It will be your turn to organize and to set your own rules. 

It tends to be understood better organically as questions arise rather than to try to spit every possible scenario at someone new to it.

@Alfred HarrisThere are some low interest loans available for low income housing; some tax credits; and possibly property tax abatement.Grants, when available, are reserved for non profits, often sponsored by a church or similar organization.