(I.e. 3/2 1500 sqft) They are in good condition, some with added bonuses (large masters, nice kitchens etc) and can be rented immediately after closing.

Ideally we would like to rely on our rental income as a means to retire in our early 50s, but would be a bonus if we could accomplish that a few years earlier.

As we grow as a company and with our trade partner, we will offer incentives and bonus' based on performance and loyalty.  

Incentives such as repairs, upgrades, small bonus at the end of the year for every month that is paid in full and on time?

Freedom from the cubicle, the commute, asking for vacation, saving the co $1.6M and only getting a $5k bonus (really?)

One of which is an 9 bedroom multi-family with 2 legal units and a bonus 3rd unit.

Depending on unit sizes, a quick search shows per-room rents of around $450 to $1250 per month along with all of the amenities and other bonuses like advertisements for 1st month free or whatever...that seems to suddenly make a 20 to 50 year old quadplex with something like 2 beds and 1.5 or 2 baths and no fun amenities much less attractive.  

I dont figure income tax advantage, I see that as a bonus, since it can change overnight with the stroke of a politicians pen. most make little to no money.For example i just saw a deal close in town here for $610K using only the sellers numbers its $2,500 positive per YEAR, no i did not mistype this, i ran it by my banker (very bright commercial guy) and he knew the property well, he said to stay away, it doesnt make any money. this is pretty typical of what I have seen over the past 11 years. 

Bonus points if they have experience appraising churches.

Appreciation is always a bonus, not a given, otherwise you're just speculating.I have a duplex in Walterboro that finished the rehab this week with screened tenants moving in next week.