These include multiple office and retail spaces.

These homes will usually have ARVs in the mid to high 1s and are in areas where the rents will cover the mortgage and cash flow a bit too.Some areas that fit this criteria include but are not limited to: Penn Hills, Carrick, West Mifflin, Homestead/Munhall, and more.

I have done evictions on my own in the past, including filing all the paperwork in the courts, and even showing up in court when one of the tenants decided to respond and a hearing was set.

that's a phenomenal deal with the ADU included and the garage. 

So, most landlords will pay those and include them in the rent or possibly bill them back to the tenant if they are not flat fee.

I personally would leave it alone and here is why:1) If you are going to live in the property for another 2-3 years at least, then I would plan for a complete refi of the property to reduce your interest rate + remove PMI. 

There are many hassles with a 1031 including timing.

If so where would I get a lease specifically tailored to include payments through Airbnb?

By tracking your expenses carefully, you can make sure you're claiming all of the deductions you're entitled to, which can help you reduce your tax liability.

There are pros (and cons) to every city - Toledo included.