He does mainly decks and other exterior work, but does a little of everything.Also, does anyone know of any resources or guides to learn how to categorize expenses and do bookkeeping for this type of business?

Office Supplies (e.g. stamps, envelopes)SoftwareGas/MileageAdvertising + Payroll12) Lawyer/Law office/Legal fees13) Accounting/Bookkeeping/CPA/Tax preparer/Tax advisor

Essentially you are trying to remove their will to sue you, and any attorney who knows what they are looking at will realize this entity is going to take lots of time and money to even try and breach, not to mention actually getting a settlement or judgment out of.Beyond that you need to account for corporate management and having some solid bookkeeping to ensure the different "child" series don't commingle their funds.Can people do this themselves?

My wife has strong managerial and book-keeping skills and could likely handle GCs quite well.

I also do all of my own bookkeeping, so the accountant really just compiles everything, makes sure the appropriate rules are followed, etc.

I think what you’re doing is ok but, as a bookkeeper, would prefer to see each LLC have its own credit card.

@Don Ireland , Using a separate account for house hack portion just helps with the bookkeeping.

If so, the additional accounting cost per LLC can be very, very low provided that you are doing the basic bookkeeping yourself and passing off to a CPA at tax time.

@Kyle Hern Attorney, PM, Contractors, Realtor should all be in state and close to your assets.CPA/Bookkeeper, does not have to be close to the assets. 

The bookkeeping is poor at best.