My wife did an open house once, thought one prospect was OK to go further, but he insisted on paying us $100, which she refused, but he insisted, because he's going on a trip.

Cleveland is a very fun city and those areas that you mentioned are by far my favorite!

I try to budget as much as I can for family outings and little day trips to the beach when ever it’s possible but my ultimate goal is to have the financial freedom to do those things worry free.

I've painted rooms using rollers and crushes before and it's definitely not my favorite activity.

Maybe like a favorites function?

This is my first trip to the area, and given that I bought some properties today it seems that I'll be coming back.

Most likely the state where the property is located is where lawsuits would be brought if they are something for personal injury like a trip and fall or something of that nature because the “cause of action” arose in that state.

Regarding tools for rent/managing the property, Cozy is very popular and seems to be a favorite amongst landlords I work with. 

you can always do both or all, taste all the fruit before deciding which is your favorite ;)

Do you happen to have one or two favorite resources for learning more about cost segregation analysis?