Stephen,I am not sure with Connecticut but in PA i believe the Parent LLC is not recognized as a separate entity. in other words if one of the llc's gets sued and they find that a Parent LLC owns it, i believe they can reach through that llc to any other LLC you own, you are best to check with an Attorney on that.

They state its time off for Holidays that they might not recognize.

AI is awesome, but it's getting recognized faster and faster. 

As you gain experience, especially after owning a few similar properties, you will get to know their consistent quirks and quickly recognize them.

I saw a lot of stuff I recognize."

Recognizing and analyzing risk will depend largely on what the property is and who it is serving.

While many recognize me for my proficiency in technology and my knack for sales, my true calling lies in the realm of real estate.

I've been doing this a long time so I instantly recognized his ruse.

Your idea fixes that by passing interest into the LLC to get deductibility, but then I'd have to recognize the interest income on my personal taxes which negates the benefit. #1 would be the best possible scenario.

I filed my single-member LLC as "disregarded entity" and therefore it is not recognized as an entity separate from my personal for tax purposes, and my LLC real estate are in schedule E, not C.