I highly recommend you checking out Guesty in the meantime as it sounds like your main issue is scheduling cleaners, when really, there's an easy solution for that.Book Rec: "ClockWork - Design Your Business to Run Itself" - by Mike MichalowiczSide note - Matt I'm jealous of you being in Kihei, I was there a few months this past Spring, beautiful place.

Personally I think the margins are too thin on arbitrage to make sense, but its an inexpensive way to get experience fast!

What I'm really doing is creating a "workshop" space that's part of the house that can be used towards a business write off, but can also be easily converted to living space with plumbing/wiring already installed in walls/floors.

Is this just a rule of thumb, or is there an explanation (in a micro- or macroeconomic sense) for this calculation?

Having said all of that I will finish by saying finding qualified trustworthy people to help build your business is very important.

I joined the BP community to network with people who I can learn from and also to learn how to analyze deals to give me the confidence to put an offer on something that makes sense for me.

I spent the last 10+ years as a master electrician & running a business.

Its also more cost efficient compared to NY in terms of fee's and overall costs to set up LLC.When I set my LLC up in Fl it took literally 15 minutes and you will need to get your Tax ID/IEN set up so you can get your business checking account set up with a local FL bank. 

If you don't plan on doing agent business outside of your own transactions, just choose the best split and lowest fees, but you won't learn anything about doing the deals for yourself that way.

I have a 4/3 3k SF pool home on a lake 10 minutes from Disney in 4 corners, and I would be in serious sense trouble right now if I needed this house to net anything, much less 4k per month.