I have done multiple fix & flip projects as well.

I really enjoy playing basketball as well! 

I have also looked extensively into Cleveland as well.

It takes commitment but is well worth it.

I am looking into longterm vs short term rental options as well as financing options.

In some submarkets, properties are moving very well and there is appreciation even in that price range.

One property is about 3 acres that my main house is on and the other is just land with a well on it and it's about 2 acres.

It's not unusual to see 3/1 and 4/1 Section 8 properties but that single bathroom would not do well as an MTR.Overall, I'd say location and the shape of the property is going to be your key driver and the factors that will make or break you in the MTR space so very carefully evaluate both before you make your decision. 

BTW, Nathan you have been very helpful to me in the past as well...

Well, excluding the single family home that I am planning to rent out in NC in the next week which started as my primary home, this truly is my first multifamily home purchase with an intent to invest.Now, to answer your question, is it wise?