I got inspired to become a real estate investor after reading a book from a powerful man in history.

I thankfully have a resident who is a locksmith and I keep extra locks with my tools.  

Is it a good advertising tool, in other words?

Considering all of the above, using the rental property analysis tool here on Bigger Pockets, I can afford to pay 150-160k max for this property.

I know HOA's have a lot of power on choosing what they enforce and let pass, as well as what rules they adopt, but it still makes me uneasy, as I could and up sitting on a house that I have to sell with high transaction costs if they adopt such a ban or cap.

It's rather pointless trying to lead the blind if you are not a visionary (sorry).Until a property has a principal or someone with standing (capacity, powers and authority) to sell, encumber or oasis marketable title, it's pointless to plan too far ahead. 

An LLC can't be the trustee unless it has trust powers (most LLCs don't).

The modified IRR and Net Present Values are alternative evaluation tools to utilize when this occurs.

I'm looking for somewhere that I can earn the knowledge I need  to succeed and also have the tools/support to become the best.

It might not be the right situation for everyone, but can be an effective tool to grow your portfolio.3).