Quote from @Benjamin Aaker:
Keep in mind that the LLC concept only limits your liability. It'll help you prevent spill over from losses of one LLC into the next one usually if you sufficiently keep them separate. I'm not an attorney, but having them under a holding company LLC seems like a risk of having a judge rule that they are all part of the same company de facto, and liable for losses from others. This ruling could be made many years from now and anything that looks like they are related is a risk. For instance, co-mingling funds of two LLCs might qualify.
Setting up a bunch of LLCs for the benefit of limiting liability might be more expense then benefit. My personal rule of thumb is: absolutely use an LLC, use a new LLC for any change in ownership or when total value in the LLC exceeds 1 million dollars.
I get where your coming from but the point of an LLC is that it keeps the asset protected from all others so in a sense the holding company is just a formality for tax purposes since an s-corp would be attached.
If you do a separate llc for each property without a holding company then you would have to make a separate s corp for each property which wouldn't make sense as that defeats the purpose of the s-corp thus the reason for the holding company. So pretty much what I am getting at is that the holding company and the s-corp would never be shut down but every time I buy a new property a new llc is born and gets attached to my current holding company and when it is sold I close the Llc.
I could also add your idea of 1 million of deals within a single llc before closing it to save money but I still wouldn't hold more than 1 property in an Llc at a time.
Also, you had mentioned that you would worry about people who could come back and sue me but I feel that with all of the proper liens that I make contractors sign, all of this together would protect me.
Now you also were worried about intermingling funds but it is a known fact that each llc can't be tied to another because the llcs sole purpose is an asset protection entity serving to protect it from any lawsuits thus like I said before the holding company pulling in all of the funds wouldn't matter.
But I want to still get your opinion on this, thank you.