Maybe help her contact some elder/senior care organizations.She needs to understand that you are losing money by having her stay there.....and you need to figure out if you want to run a business...or a charity...?

I couldn't ever seem to plan or structure a deal where hard money made since to me.

But if that Ferrari could bring in a return as an asset, rather than being a liability, and it puts a good amount of monthly cash flow in your pocket each month then someone with an entrepreneurial mindset and business plan for it should think about buying that Ferrari. 

They can be leveraged with commercial real estate loans that use the DSCR metric for evaluation; however, these are not under the “DSCR loan” product bucket.DSCR loans are for “business purpose,” only meaning that the owner of the property can not live in the property under any circumstances.

Certainly you should work to minimize your taxes by applying appropriate entity structuring and tax strategies.

If anyone has any advice about where I can go to get more information about how to structure this purchase and present it to the seller, I would be very grateful.

What are the benefits of 1 vs the other and when growing your business, which one is better? 

You deduct it when you first started using it in your rental business, whichever year it happens to be. 

New to the Business, Appreciate Your Insights

If you discover foundation or structural issues these can also be expensive.I would not use a per square foot figure like, $50.00 or $75.00 per square multiplied by the number of sq. feet.