Saving, buying, and investing are pretty difficult on a teacher's salary, so I'm hoping to learn from the wealth of knowledge here.

That can be difficult in Columbus, OH and you'll need to find the deals off market.

it's really difficult to rent a timeshare, i'm not gonna lie, some resorts sells you nothing but lies, telling you that when you get tired of the timeshare, or when you cannot pay it anymore they will help you to rent it, but it never happens :/in my experience, i just can give you a good advice and it's trying to rent it by your own, but in case you are looking to hire someone specialized, just make sure that they're not going to scam you asking for upfront payments!

After experiencing first hand how difficult it is to handle lower tier neighborhood sales, why even consider renovating the remaining properties? 

Thus if someone is say a medical doctor, they may want to shield (or at least make it difficult) for outside liability if they were to be sued personally in their day job or elsewhere. 

It can be very difficult to understand the Pittsburgh market as rents and values can swing wildly within a few blocks. 

It's definitely more difficult to refi in Portugal, but it is possible.

I had it prior but had to make a career choice about 5 years ago when I was working for a dealership because it was too time consuming to keep it open. 

Early in my career, this really bit me in the tush and I am seeing many investors walking right into the same trap.

However, options can probably be used to flip properties for smaller profits and less risk on a more continuous basis.Purchasing properties (hopefully) cheap, keeping them in inventory, and selling for profit when the opportunity arises is much more difficult.