While there are some big positives (low maintenance), I don’t think they’re generally outweighed by the negatives of increasing HOA payments, reduced appreciation, and my biggest concern-changing HOA rules on rentals (what happens if the board changes the rental cap or eliminates rentals all together?). 

Since the governing MLS in the area (some are owned by the local Realtor associations and some by private parties) don't have the listings, many of the local agents don't see the listings and thus competition is reduced (so the argument goes). 

I am currently a personal guarantor on all of them excluding the Freddie Mac loan and would love to lower my personal reliability.I guess the point becomes is it better to save up that money in liquid (aka after-tax) vanguard accounts and then bulk pay off down the line or to just put it straight towards the loan.

You’ll get the additional tax benefit of the interest on the mortgage being tax deductible, reducing your tax liability.

If they don't want to, move on but there is always a way to make it work it's just a matter of if the seller wants to do it Is it better to have the price reduced the amount of the repairs, or to have those repairs paid for?

In one I had to replace the roof as soon as I got the place and had the purchase price reduced.

I would probably reduce the rent for analysis purposes since it was previously listed for less than $1100. 

Multifamily (Apartments) one location with many units, because its commercial you can improve the value of the property by managing it better, reduce expenses or increase revenue or both. 

The real value in having laundry onsite comes from reducing vacancy and turnover.

So I'm trying to see the negative of reducing cashflow, if it is a good idea, more risky... etc.So at the moment, yes would be nice to have more 'cash flow', but in my current situation, I make enough money from my day job that I'd be comfortable working 9-5 until I had developed a substantial amount of wealth.