I need to continue to look at the end goal and not bite the hand that helps feed me. 

Possibly the investor is looking for Bird dogs to feed him or her deals.

It sounds like you have an additional monthly expense (rental that you have to feed), not an additional income.

Thanks for the feed back it was just really one of those things I wanted to put out there to see if what the possibilities could be!

Thanks for the numbers though, very helpful realtor.com has a direct feed from the MLS and the only MLS data not visible there is confidential information that wouldn't be relevant to a buyer anyway. 

A lot of Lake Liganore feeds into Oakdale high school which is a great school.

At that point I ask the agent if they will consider financing and point out the tax advantage of deferring the gains on the sale, that there would be a loan servicer to manage the note and payments for them and enough cash down to feed them for awhile (LOL).

And even if they are not working great you still will have some CASH flow to live on as opposed to negative cash flow you must feed.  

Zillow also managed a messenger feed for all the inquiries.

It's easy to be rich and scale up when you already have 100 units feeding you money.