When looking at an LLC, or any entity structuring, there are two angles to consider: tax benefits and asset protection.I frequently see asset protection lawyers recommend an LLC for each rental property owned for liability purposes.

In many areas some utilities are provided by a government entity and as such can become liens if unpaid.

To set up a TIC (tenant in common) for a 1031 exchange there is a legal entity and process that needs to take place.

My goal is to create a scalable entity structure that balances general risk and tax liabilities. 

Your contractor may help if they have done flips themselves and are okay with being a PG on the loan and member in the entity.

I've asked this question many times to BP community members I've connected with and have yet to receive a sound response but I will ask you the same question: Why do you feel its necessary to operate with a more convoluted web of entities than a real estate company that owned and managed a portfolio that exceeded $1B?

@Dave Hart There are no tax benefits to a LLC, unless investing with a non-spousal partner.The taxation of the LLC will just about be always a "pass-thru" entity. 

Regarding taxes, I believe LLCs are pass-through entities, and you will just claim the income on your personal tax returns.

Entities like LLC's are for liability not privacy.

Now for all NON-NAR entities, MLS's, they'd be suicidal idiot's to continue the practice that NAR just lost suit at, because it's a slam-dunk suit to nail them for exact same thing given the now established precedent.