2) Considering my experience and chosen niche(s), should I pay for a mentor?

I work with many investors from all over the US (and all over the world) who have chosen Cleveland because of the great returns and low purchase price.  

If out of state, then probably TN, GA, or other affordable market.This is a situation that I have chosen for myself and my fiance.

All the best on your chosen path.

You've chosen a great area.

If you are investing close to home, start poring over the MLS to get a feel for housing prices in your target area, then physically go through a bunch of them.

It typically costs less than 1 months rent and if you've chosen the right agent, they will likely choose the right tenant so that you can mange it yourself if that's what you choose to do.

I would not worry about who is buying it for what reason.This is the same reason I do not worry about who is selling it and for what reason.What matters is that you have chosen a price acceptable to you and this person is able to give it to you.

In the US its called FIRPTA but in other countries similar rules apply.I have chosen to invest in properties in my country of origin.

@Mason BudnickiHi Mason,I made a wholesale workbook for my son that I be happy to share with you.Let me know if you’d like a copy and I’ll send it your way.Best of luck and congratulations for your interest in real estate at the age you have chosen to start.