My son and I periodically peek at them and adjust as needed to maximize.  

I've listed a summary of 3 potential offers that yield similar results in my mind at least....-  Should I lower my ConC expectations given my conservative analysis tendencies?

IMO you should absolutely be maximizing leverage at all-time low interest rates.

You can turnover your money quicker as they are much shorter terms (6-12 months) and can yield a similar IRR.

Do SFH/MFH yield better cap rate in Columbus? 

good yields so far, specially if you source deals from the secondary market. entry/exit costs are steep compared to other markets though so you might want to look into more cash flow plays. 

Use CRMs like HubSpot or Contactually that help you set up templates and reminders, helping to maximize your time.

They provide turnkey rentals in markets that maximize appreciation and cash flow. 

Second, I hope to delegate as much as possible, for maximizing the passiveness of my income structures.

In other deals, the goal is to maximize the IRR (or whatever return metric you use) on the deal upon exit.