After reading Brandon Turner's book, he opened my eyes to the USDA loan option.

I would expect May - Sept would be largely booked through airbnb.

I had many issues like that and since I keep good records of lien releases, I would just email them a copy of the release and they are like : "Oops.. we should have seen it in public records but now that we have book and page number we are good to go"... 

Northside, pleasant ridge, around the UC area, the suburbs north of the city are my favorites I avoid certain parts of Avondale and price hill, a section between downtown and the UC are the areas I avoid

But I'm apprehensive about putting my plan into motion.I'm seeking real world experience as opposed to the text books I've been reading. 

He also wrote a book about it.

I just finished reading @DavidGreen's Long Distance Real Estate Investing book, which is awesome by the way, and took a lot away from what he provided and recommend it to anyone!

If anybody could write a list of terminology I should know I would really appreciate, also some book recommendations would be great.

Two of the safe harbors that can help you deduct improvements are below:1) 2500 de minimis safe harbor.the safe harbor applies to amounts paid during the tax year to acquire or produce what the regs call a “unit of property” (UOP), you must meet these requirements: (1)you need to have written accounting procedures treating as an expense for non-tax purposes amounts paid for property costing less than a specified dollar amount (which will be 2500 for you), or with an economic useful life of 12 months or less;.(2) the taxpayer treats the amount paid for the property as an expense on its books and records in accordance with its accounting procedures. ( do this on your bookkeeping software or whatever you utilize)(3) the amount paid for the UOP doesn't exceed $2,500. as substantiated by the invoiceNote: The cost for the Unit of Property includes l additional costs (for example, delivery fees, installation services, or similar costs) if these additional costs are included on the same invoice with the property.2) Small taxpayer safe harbor: To be eligible for the safe harbor, the total amount of improvements for the property for the tax year may not exceed the lesser of $10,000 or2% of the property's unadjusted basis.If the total amount paid exceeds the safe harbor threshold, the safe harbor does not apply to any amounts spent during the tax year.

I'm super interested in property leasing & will be diving into a few more books to learn all I can.