On my first rental, I was dumb enough to tell them I was the landlord which was a mistake.

If they start allowing high rises by the beach outside of the all-inclusive hotels like they do right now, that could be a big mistake.

Start small and Make Your Big Mistakes Early. 

Realistically if you have around $18,000-$22,000 liquid per house and its at least drawing even you eliminate the vast majority of issues people run into with over leveraging.

But to be fair, I have spent a great amount of time very recently trying to help another professional 20 years in experience ahead of me bail out of a mistake I NEVER would have made.

That's pretty much the only way you can consistently get higher than market rent via S8.Also, don't make the mistake of assuming the S8 voucher amount is 100% for rent.

I see landlords lose thousands, even tens of thousands, making rookie mistakes that they could have avoided with a little education up front.Once the first property is under contract, start again for the second.

We had a bumpy start in real estate and came out of it but would love to share all our mistakes so everyone else can have an easier road to investing.hope to talk to you soon! 

It sounds like the biggest fear is getting funding and getting started without making a big mistake.

After looking at your post, I realized it's probably necessary to have a dedicated real estate attorney handle this issue for me since it's serious and I might make a mistake big enough that probably will cost me too much money to fix.