I’m not sure your cash reserves but targeting 2020 to 2022 is the best strategy because there’s likely 0 equity in those and they typically haven’t appreciated enough to have to finance a second line of credit.  

On paper I'm ready - I have the money, I've done the research, I have well-defined property/neighborhood criteriaI, I have an agent, contractor, property manager, lender, etc.I'm targeting off market deals with light value add potential in an area with high appreciation potential.

Does this plan help you reach your goals faster or easier?  

If you consistently analyze properties, recognizing a good deal will be much easier when it shows up.

This is because instead of developing the highly targeted profitable sales, you’re spending your time servicing the marginal.

I have heard the target is at least 400-500 per month net positive cash flow based on 20% down.

CHA even pays more for "targeted" areas. 

What’s the best way to set up QuickBooks to make handling multiple LLCs easier in the future?

The home is right across from a shopping center anchored by a Target, Kohls, LA fitness, and more.

I have hard wired ones too and they are easier for winter months but that is about what 2-3 months per year?