I would like to find a good reputable contractor that gets in, and does the job [until complete]. 

@Jerad GrahamHouse hacking properties should have features like a quadplex with 3-4 bedrooms, flexible layouts, private entrances, and amenities.

Is it smart to buy properties that are already move in ready and rent out immediately in an area like this as opposed to buying rehab properties? 

As far as the reporting goes, the rental income and losses will most likely be reported on your Schedule E - speak with a tax professional who has expertise in real estate.

I was going to draft up one contract with each LLC as a separate "Owner" with the authorized representative for all, the actual owner, to sign the one contract for all legal entities, but they didn't like this and want to keep all documents separate.I gave them a VERY competitive price quote based on the total portfolio as 1 account with the total number of units.

It would probably be months before the gears that have to turn within the IRS bureaucracy got to filing something like that - unless those gears have already ‘turned’ and you have been given notice of the intent to levy your property.  

Suddenly, sites like Instagram, Facebook, LinkedIn, and YouTube became my trusted surfboards, allowing me to ride the digital waves and connect with a large network of other investors.

It doesn't sound like it.

If something goes wrong with the property—like debts or legal issues—your personal stuff is generally safe.

I would like to hire an assistant as the business is growing.