The HOA rules are strict, and as an owner of 7 units I would be part of the HOA board which makes decisions concerning repairs/upgrades/expenditures.

@Trevor Ewen  I'm sure it's just me but as a buy&hold investor, I'm focused on the performance numbers of the property and not concerned at all regarding tenants. 

When posted the question,  I was more concerned with how easy/difficult it would be to secure conventional loans after having multiple mortgages.  

How exactly are you planning to operate your investing that those should ever be a concern?

The LLC is going to be a disregarded entity, so as far as the IRS is concerned, it is still your primary residence.

However, I'm concerned that (1) homeowners will perceive me as a self-interested investor and (2) when I get them on the phone, they will only want to know my buying price, not allowing me to build a relationship.B.

Do share, I'm so excited and hoping to learn more from your experience and become a little more "clueful", my favorite new word introduced by @Anna Watkins as I find it a welcome solution to my permanent sense of cluelessness.Happy Holidays Cudi and everyone!

After this 5th failed transaction they revoked my payments feature for that account – permanently.

With that said you appear to be more concerned about protection from the value of your property going down.  

Get information for all parties concerned.