He has 800 members to date so I guess if all 800 were actively attacking the list it might not produce the results your looking for but as an investor if I could get 1 or 2 deals out of this list I might be worth it? 

Or is there going to be understanding for digging deeper when the initial screening process produces these apparent inconsistencies?

Typically the property needs to produce 25% more cash flow than the expenses and the loan goes up to 75% of the value.

There was a thread going that asked if folks would rather have:- A $3M equity portfolio that produced breakeven cash flow.- A $1M equity portfolio that produced $15K per month.Many people chose the second option.Another way of phrasing the question is:“Would you rather have $3M or $1M?”

Then you have your top producers who have been in the business for many years and conduct 10x the business of the "average agent". 

I plan to sell convenience items as well as fresh produce, baked goods, and hot meals.

College rentals can produce huge rents, I have clients to this day hitting 1% rule with student rentals. 

I have seen identical properties next to each other with one producing $63k and the other $140k and the only difference is who is managing it (including self managers).

If it's killing you right now, I think your sanity is more important than holding on to something that is causing stress and not producing a good return.Sell them and invest the money in a syndication that pays a return without any effort/stress on your part.

For example most single family homes converted to multi family tend to not preform well for long term rental but if you are open minded to MTR strategy that same property may produce well.