I am upper 30s and looking at this for additional income and possibly a career change.

I have not looked deep into your market, but I have this perception of high $$$ to jump in and maybe I need a few more properties before I can come over to your neck of the woods, but maybe I am wrong, so please feel free to educate me if so!

I would say that I have learned a lot but recognize that there is soooo much more to learn on a subject that is continually changing!

There have been a lot of rental scams where people are breaking into foreclosed homes, changing the locks, getting a couple payment then run off once inforcement arrives.

No money has changed hands at all. 

It’s going to be interesting seeing the changes that are needed to regulate new companies like AIRBNB.

Given the time of year and your goal to keep the tenant I would phase the change keeping it slightly below market until after January. 

If you see that you are getting beat out by cash buyers you could always change your strategy.

My plans have changed slightly, we decided to purchase a 2nd property before any remodel on the current home. 

I'm in the early stages of educating myself before making the leap.