The idea is to not "wake sleeping dogs" and while at the same time not having issue on my next purchase. 

It’s done all the time.  

@Hitanshu ShahDon’t expect to recover losses—it’s usually not worth the time or cost.

I did none of the work, and hopefully won't have to for a long time. 

Unfortunately, over the 11 months he has lived there, he has only managed to pay the rent on time once.

This just seems like it puts me in a potential bad situation if something goes wrong during the process.  

Be careful not to violate any Fair Housing laws during this process.

Consider the time and energy you'll need to contribute, and let those factors guide your decisions.

If anyone needs a boots on the ground inspector to do walkthroughs or gather info for a property you don't have time to check out or if you're out of state.

Long-Term Appreciation & Exit Strategy•Kissimmee and Orlando have seen steady appreciation, and with your plan for forced appreciation through renovations, your investment should grow over time.