As important as PM is, I actually think the people and process to estimate rehab costs and execute the rehab as the most critical.

If you got your own maintenance staff already, then that makes things easier. 

If you are getting antsy for a quote than get one from a more established company that has the staff to support getting quotes out fast.

Looking for some feedback on planned next steps and how best to execute on them.I currently have 2 rental properties and am looking to acquire a third through the HomeReady plan in Chicago as my first house-hack and first multifamily (2-3 flat).

I feel like I'm missing something important. your attorney has an escrow account let him handle the funds and execute the quitclaim after funds have cleared

If you have found a truly great deal due to your differentiated knowledge of the neighborhood/local RE market (i.e. having a reasonably good ARV estimate), or expertise in rehab, or some other differentiator that will give certainty of execution to the transaction, then it's worth putting your key terms/deal structure down on paper and focus on getting an anchor investor (debt or equity) so you can lock up the deal first.

Instead of wanting to try them all, choose 1 strategy and focus on executing.

As you see they are difficult to execute.

Depending on where the house is in Springdale, you might try marketing it to Tyson executives/senior managers. 

At the end of the day it will be your business, run it like a business.There are lot of different strategies, you need to figure out the right one for you and make sure you are comfortable executing it.