I've worked with several management companies through our projects at Better Coast Capital, and this is a list of the key factors I usually look for when selecting a new one.

I also like Jim Cramer's Stay Mad For Life and Get Rich Carefully. 

However it is our experience that the large majority of rent to own buyers only care about the monthly. 

Interests rates where above 5% in 2006. no crystal ball but surely there's a year or 2 to go however i suggest it wouldn't  do any harm to start watching the monthly stats a little more carefully.!   

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To do it right you need to select an acquisition criteria; use a credible data source for real time, specific assessor data; spend time to research the area & understand pricing; and mail legitimate ACTUAL offers directly to sellers.Sure, there is a lot more that goes into it, but that’s the “big picture” about how we find off market deals and flip for profit.  

I think you should raise it a little but be happy you have a tenant that loves where they are and takes care of the place.

Doing this with the tenant present shows them you care about the property, and gives them a heads up that if they cause any damage, you will be charging them for it.

QuickBooks will help you setup your chart of accounts when you select your business is real estate related.

- Because that person takes care of them, does business well, etc....