Wouldn't hurt to consult a tax pro just to make sure there isn't a more tax effective strategy but I don't think lending provides any tax shelter.

Depending on how risk adverse you are, going out of state can make sense, but I always recommend investing in your backyard (or at least being driving distance). 

It really depends on where and what you are looking to do.

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Based on the information provided, you can only claim a capital loss when you actually sell or dispose of your REIT investment, not when the REIT simply returns a portion of your principal.

I will not comment as to the tax laws and underlying rules - that is a discussion you can have with your tax advisor who presumably you are paying to help you.What I will do is provide practical and business guidance on tracking time.Firstly, there are apps available that can assist with time tracking where you can specifically detail your time, who you met with, etc.

Can either agent provide comps?

Depending on the salaries of the new jobs they may also price out the local residents on new home sales which would further drive up the price.

The utility company doesn't manage your property...they provide paid services until they're not paid anymore. 

Milwaukee hard money lender, Mach1 Lending is providing free pizza :)Hope to connect!