Also I’d like to note, it’d be on my line of Credit because his is lacking, and he’s working on it.

It's the easiest way to compare apples to apples.

lack of experience in managing People and peoples money.. 

I have a complete lack of experience with this type of situation. 

I am not a lawyer and I suggest you consult with one but the issue I see here are a lack of damages.  

Lack of "under water listings".

The only problem I see is your lack if experience and this play into the ability to get the loan.For this you need to find a commercial broker who does multis.

And for no reason really... other than lack of time :D120 characters + interesting = potential, otherwise #FAIL ?

Which is all fine and dandy but its like comparing a apple and apple sauce.

I do not know the exact statistics, but I do know from personal experience that multi units do limit your buyers pool and are more difficult to sell than an SFR on the same street and same condition for apples to apples comparison.