@Matthew Wilson if you really want to get organized invest in a project management software - but be prepared to invest a LOT of time.

We were prepared to pay a little extra every month in mortgage for both the ease of construction and an improvement in the house we live in but a little extra turned into a lot extra and now we are not sure if its worth it.

I recommend building up a stash of cash and equity lines and preparing for potential fallout in 1-3 years from now.

Especially if you bought over the summer. it’s a great time to prepare and study, but this market appears to be in the early stages of some massive shifts.

Team building in this case is just a distraction, but nothing wrong either with preparing some names ahead of time.

I think I'll be far better prepared for the next purchase -- this closing has been an interesting one for sure  (the listing agent listed it at 3 beds 2 baths... but septic permit only allowed for 2 baths -- major negotiating leverage on our part.. and especially because the listing agent is the agent broker!

We then furnished all the shared spaces and prepared the bedrooms with curtains and a new egress window in one.

I'm more than prepared to return full security and move on to my own tenants and processes, but just curious of peoples thoughts. 

If you can, well then you can give it a shot.Also, if you are looking in a major metropolitan area, be prepared for rapid changes to the code that could prevent non-owners doing it to eliminating STR's all together.

They'd know the market best and better prepare you for expectations.