@Cassidy BurnsI'm going to assume you're just brainstorming, but if you're thinking about implementing tax advice from the radio show host in the Youtube video you posted, please get a second opinion from a tax professional.I only made it through 5 minutes of the video before turning it off. 

You are actually in the perfect position to start implementing the Nomad model (what I’m used to calling the version of house hacking that I do).The reason you’re in a good position is because you already have one house, and you bought it a year ago.In Nomad, you buy another house for your family, move in, and convert current house to a rental.

I sell new homes and have a property management business and need to implement a better system.

It was implemented in December 2018.  11%

When I do become a landlord I am going to implement several parts of his system. 

Lastly, are there any technologies I should implement starting out such as Quickbooks.

It is an advanced strategy but if implemented it has several advantages to it. 

and love it...now we're eager to implement our Grand Scheme but won't be in the right position for unit 2 until this coming fall. 

I establish the LLC in Texas and use Trusts to implement the layer of anonymity that the Wyoming LLC is so famous for.

The contractor will come up with a plan, figure out the logistics of implementing the plan and then execute the plan.