The demand for short term rentals is high around Annapolis and I personally take advantage of this in various way (roommate, in-law suite on my property).

Kudos.1031 Tax Exchange:  Since you have a commercial building, you can take advantage of CapRates! 

What advantage do you expect to get from passing your broker exam?

She is not going to be able to take care of all those things anymore, so there is an advantage for me to purchase her life use interest.

As soon as tenants feel too comfortable, they start to take advantage... which leads to... 

There are certain protections and tax benefits that you might want to take advantage of.As for a contract... what @Mark Durham said.Good luck!

The advantage of getting it in your own name is that if you qualify that way, you can usually get a better rate, and longer amortization.

I wanted to see if anyone could shed some light on the possibility of using the VA loan to my advantage.

All your money is returned between 33-34 months provided cash flow continues and there are no expenses unanticipated.Remember the tax advantages of mortgage pay down, depreciation, appreciation and of course cash flow.

Also, Nevada is a super pro landlord state regarding evictions, rent raises etc.. so tenants are at the mercy of the owner/PM who have been known to advantage of their living and financial situations, sadly.