I haven't done too much research for both of these areas nor have I visited these places before (I know :)) Ohio is definitely interesting. 

However, the title company, by the direction of the seller or seller's agent, had this ALTA document altered the day before closing to have the loan placed on the exception page.

Alot of cities have  real estate investor pages -Example :Dayton Real estate investors.

Mail her something that states I will be visiting on day abc at time xyz?

I have read through many of the chicago STR ordinance website pages but I can't seem to find the answer to my question. 

You may hire licensed contractors, but most-often the workers are illegals from three countries I will mention (Honduras, El salvador and Guatemala) and attorneys are constantly sending workers emails telling them to visit their office because there just may be something they can sue you and there boss for.

I think being Free, and living off the cashflow of the investments, and not being tied up at a certain location for a job, and the family willing to move to other cities and states to check out other possible places to live make this possible.My wife and I are thinking of doing this, we just bought plane tickets, rented car and airbnb to visit another state.

Web based3.  

Not looking for sympathy and want to say that just like getting horrible advice from brokers, I went to the emergency room at 4 different hospitals 5 tmes, went to about 12 doctor appointments to 4 different specialty doctors, went to 4 different chiropractors and remember this:Just like what I said about getting bad investment advice from brokers the same advice has been applicable to every hospital, doctor and chiropractor I visited.

I also know that the lower prices to be found in NY have a lot to do with there being older buildings, higher property taxes, tougher neighborhoods, less appreciation, etc. which I know I will need to incorporate into deal analysis accordingly and understand the risk of.Summary: I feel that with having to put 20% down (FHA loan house-hacking is pretty much out of the question in NYC due to the astronomical prices here), buying a property in New York may be more attainable with my current savings and would allow me easier access to visit the property, however I don't think I could afford the quality of property I would like (close-ish to turnkey) in Florida.