One of my tenants does this but in a non creepy/annoying way.

The other challenge is selling it, there is a smaller buyer pool for hospitality in a small market but that was known going in Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

The growth in Chatt (in part driven by it appearing in every single "best place to retire" vlog from 2010 onward), is in a different league.

So overall experience of your QI to work in a number of markets and locations is really the key. 

The home is in a very desirable area. 

Making sure you are doing this in a house and community that will warrant it too. 4.

@Warren Peasley you'll want to put it in a Trust.

In a busier place, you might just be told to find a GC to "un-cluster' what you did.For me, when this happened, I had to go and hire a certified plumber, and electrician, and framer to come in and certify that all the work my handyman did was correct - and to fix the issues that weren't correct.  

My last few BRRRRs I ended up with negative equity, even though after a full gut rehab, still worth it in a market full of old houses. 

Instead of their cash sitting in a savings account, they decided it would be a better investment to earn 3% on their money instead of .03% in the bank.