Some of our tenants are fine paying the late fee occasionally because it gives them flexibility.  

I know others on here do occasionally make a decision based on something other than immediate dollars and cents.  

No more upkeep ever, spray it occasionally with Roundup to control weed growth.

Yes I have done rehabs during the winter months and if the property doesn't have heat, we just bundle up and take breaks occasionally to warm up.

But honestly, besides the occasional light bulb replacment, smoke detector battery replacement, HVAC filter replacement, your monthly repairs isn't all that much. 

Since the topic in next link comes up occasionally, time to add it to this list:http://www.biggerpockets.com/forums/41/topics/70371-leaving-old-owner-on-as-tenant-after-foreclosure

I don't work the Clarksville area as much because we're a little south of Nashville, but we still show homes out there occasionally, and I may be doing some investing out there as we grow.  

@Yas Tahir It doesn't matter whether the rentals are under your name or under an LLC - you get the same treatment of rental income: - true rental properties (long-term) - not subject to SE tax, - occasional & short-term rentals - potentially subject to SE tax, - fix & flips - subject to SE tax. 

In that case while they were initially apprehensive all the tenants agreed to sign new MtM rental agreements (I told them I was not re-screening anybody, they would remain MtM,  and I laid out clearly what rent increases were coming the next 2 years)It sounds like you have been at least tangentially aware/involved in operating rentals for a while,  but if you are at all uncomfortable with the prospect of managing tenants and the occasional need to be firm or make hard decisions,  hire a property management firm.   

After 14 years of landlording I have learned (the hard way) the importance following up on the property occasionally to review how well the property is being treated.