An investor friendly agent can do all sorts of helpful things, like setting you up with a search for properties or connecting you with folks who have recently done deals like the ones you want to do. 6) Consider analyzing a deal or two in your local market, just for practice, with a free use of our Rental Property Calculator (or other calculators).

No depreciation is being claimed.RentingFamilyMember has a few questions, which may be mutually exclusiuve:(1) Can RentingFamilyMember just quit filing Schedule E altogether and call this some sort of cost sharing arrangement? 

Should this revenue not be factored into the value of the management contract or value of the pm company at some sort of additional valuation?

Like so many topics in the building/housing space, there are two valid sides to all of these coins, and finding where equilibrium is between those sides is a very difficult job for our governing bodies.

I see how hard a lot of my colleagues work, even in their 60s, and I want to start investing soon, so I don't have to work grueling overnight shifts when my body won't have as much strength in 20-30 years like it does now.  

I would either move out and do another house hack or do some sort of value add project so you can recycle at least some of the money.

I wonder if its sort of a white elephant as it were.

You need to know what is typical for that sort of asset in your market.

Allstate (captive) is not a good place to be if you need any sort of sophistication with your risk management

You'll have to use cash or some sort of private money to build, furnish, etc.