If you haven't checked the market for homes with "inlaw suites" or whatever your market equivalent is that can be a way to get it done as well. 

Well, I'm going to see how she left my apartment today, we'll see how she did.

If you want it to run well, you may be spending a lot of time at the property.

I am an investor and realtor here in Madison as well.

I enjoyed working with you as well.

House hacking is the BEST way to get into real estate investing and that's how I personally got started as well too.

Quote from @Havital Miltz: I do not know that if someone is in the hospital you can force them to close, I am not an attorney, but I doubt any court will find in your favor, closings do not always happen exactly on the day that is planned, even if everyone is healthy and well, the wholesaler here is not the reason for the delay so I am not sure what exactly you can sue him/her for, they are also being held up due to the seller not being wellJust give the person some time to get out of the hospital, closing will probably not happen the very next day either, this is really extenuating circumstance. 

I’m here to share ideas, ask questions, and hopefully contribute to discussions as I learn from your experiences.Honestly a little overwhelmed at all the choices and intricacies: but excited as well!

That is enough albeit only a cheaper property and, while I don't know Florida that well, I doubt there are many in that price range. 

I've done this with my properties because I'm well known in my small town and don't want people to know what I own.