Those investors cannot afford to take losses on a monthly basis. 

Subject to's is NOT a rookie game. 1st if you aren't able to make good on your end of the deal you could mess up someone else's credit and is this case also cause that soldier to loss their VA loan benefits.

Any damages and loss of rent you should send him a final bill and give him credit for his deposit. 

Thinking about getting a property management company to take care of it when their lease is up but would be taking a loss!

If you have access to a thermal camera you may be able to see from the inside where cold spots are and figure out a way to combat them.Windows are a big area of heat loss too, if they are old that might be the biggest problem.

Here, I have seen HOAs take possession and then rent the property out on a month to month basis, using the proceeds to recoup their losses and profit until the 1st lien position forecloses.

By definition its external forces pushing on you, that you can't bear the weight of.Instead, try to create a long term plan that allows you to move as you like, live where you want to live, on your terms. 

do you have any carry over loss that you were unable to deduct last year?  

I am mostly considering doing this to use losses from the rental property to cut back on my taxes from the non taxed commissions I receive. 

So they would list it as a $100k sale because that's the loan amount they were clearing and then selling it at a bank loss.