During the escrow/title process, you are finalizing loan documents, reviewing title documents (HOA disclosures if applicable, title reports, etc), obtaining homeowner's insurance, and preparing to wire your funds to title. 

As the old saying goes, it's better to "get prepared, aim, and then shoot vs. shoot and then aim." 

In terms of selling a property, parts of Cleveland require a POS (Point of Sale) Inpsection, but I'm not too familiar with what all that entails.

As soon as possible after receiving a booking, I personally call the Guest and thank them for booking with us, ask if they have any questions and ask if there is anything that we can do in advance to prepare for their stay.Guess I'm just old school.....But then again, 11 years and only 5 STAR reviews......

I know and am prepared to do all the overhead work necessary to find a property that will qualify, but I just want to know if it is possible in my situation.

Work in several towns and once and be prepared to make several options with one week time limits on them. 

Prepare financially by saving for down payments, improving your credit score, and setting aside emergency reserves.

There were several mistakes made on my tax returns that I pointed out, which required going back and forth with their tax preparers, and asking repeatedly to cut to the chase and have a phone call.

How is it for preparing taxes? 

I can do that for you if you are properly prepared with reserves and credit.