We are looking for a perfect CRM/System for this business.

Storage areas can include built-in cabinets, closets, attic space, and even outdoor sheds, etc.Laundry: Including a laundry area and machines is a big bonus for tenants, as they compare that with apartment living where they would have to use common laundry machines that require payment.HVAC: Make sure to include an effective dual heating & air-conditioning system to service the ADU, so your tenant is comfortable in the unit.Kitchen island: It may be difficult to squeeze in a kitchen island in a small ADU, but it’s a big bonus if you can make the space.

After close we're investing in a new automatic gate, management software, and automated unit entry systems to start.I have a family friend we're working with for private-money type financing, but does anyone else have another solid financing partner for this type of project?

There's nothing at all wrong with investing OOS as long as you focus first on building the systems and the team before you dive in.

You might take a look at using a electrical "Split" system since the house is only 1,000 square feet. 

I understand the concept of real estate I intend to buy and hold or use a BRRRRR system to get multifamily homes or remodel a single family home if possible into a multifamily home, but on the business side I'm a bit confused should I create and funnel the cashflow to the LLC or have my cashflow, profit, whatever you want to call it funneled to an Roth IRA....

Get it in writing that the systems are fine from your contractor. 

I have never replaced a heating/cooling system that was operational.

@Gaetano Ciambriello it's important to note that this only applies to Fannie's likelihood of issuing an approval on the automated underwriting system.

REI is, and should always be, a system where everything is connected in some way.