And like @Erik Estrada mentioned, majority of HML's won't lend in second position.

You mentioned about UC.

However, as mentioned already, there are positives to consider and as a rental property owner, turn over and vacancy is a part of the investment, so just getting some experience with that sooner in the process than you had planned on before review of the leases. 

If you have one abuser, it won't affect everyone else systems.One thing not mentioned that could possible be a concern is were they are placed. ie. are they all positioned well for inspection and/or replacement if need be?

Being from Chicago, I'd tend to agree with you @Craig Jones those areas of Wisconson and & Michigan are driveable from a lot of those metro areas you mentioned, but I think the toughest part of any northern short term rental is the seasonaility. 

It was mentioned by my insurance agent in the past.  

.), and know how to put together a deal.As @Michael K Gallagher mentioned, you'd want to clarify whether or not your agent is also representing the seller.

A non performing asset that for reasons mentioned before and a payment for a property that was recently torn down.

From the Owner's end, as far as selling their Zombie property would you advice the Owner/Seller to contact the lender and try to get a payoff/deed in leiu of foreclosure, etc. or just follow through with a Quit Claim Deed with the Buyer and have him/her contact the lender...for a response within 28 days for so like you mentioned?

In one of your posts you mentioned the landlord.