I don't know anything specific about the Cincy market (and what the type of neighborhood this one is in - (A, B, C, etc.), but I've been told it's very similar to where I live in St.

Without know more specifics, I'd suggest selling what you have now and investing in properties closer to where you live (and pursue 1031 exchanges).

It can help to ask them why they want the inspection and what specific concerns they might have.

You can find online which larger institutions are buying in a specific area and try and reach out to them.

Also, nightly stays should be adjusted based on your specific pricing strategy as well (e.g. longer stays further out, shorter as dates get closer or gaps exist).

However, terms are negotiated specific to each project. 

Taxpayers should be aware of the criteria for this specific scenario.

So to answer the question specifically no I would not buy a property that did not cash flow and only for tax basis.

Quote from @Dana Yobst: Quote from @Julio Gonzalez: @Dana Yobst While it may seem like a simple concept, it's actually a very complex process that requires significant documentation as well as specific methodologies.

Specifically, I’d appreciate:•Wholesale contracts: Recommendations for templates or tips on using contracts effectively with sellers and buyers.