Is already 4 months, they never paid the $15000 insurance they promised.Stay away from this scammers. 

The house was a hoarder house and needed a large amount of work (Roof including plywood, facia boards, soffit, gutters, underground plumbing, outdoor deck, all windows, doors, flooring, bathrooms, half the sheetrock, retaining walls, etc.)

(note: a guest might trash the place but that would be covered by the hosting sites' insurance as part of your listing services).Maybe california has cheaper towns that are close to you that also allow STRs.

Cash Flow: Rental income minus all expenses (mortgage, taxes, insurance, maintenance).

Hey @Devin Bost, I would highly recommend a few things to help with this. 1) Have systems and processes lined out for any emergency you can think of.2) A spreadsheet of subcontractors/ vendors that could handle the situation that arises (plumbing leak, electric out somewhere, etc.)3) Your cleaning team and handy person should be utilized for some things.4) Something like Breezeway can give you 24/7 support around your property with a dedicated phone number line.

I had to redo the bathrooms as well and dealing with old crappy plumbing was not fun.

As a landlord, I verified the work needed by pictures being sent, and arranged for a contractor to go in person who is licensed and insured to give an estimate for the work stating to management company this would likely have to come out of a security deposit.The management company was initially asked prior to me arranging this appointment with contractor, to have someone professional quote the damage, and they disregarded my wishes and without my knowledge, or notifying me, granted consent to the tenant to fix the door " in any way they see fit, and to attempt to fix it themselves to the degree of their liking." 

HVAC, Plumbing, Sewer, Roof leaks, etc. 

If your insurance coverage isn't enough, they could seize the LLC assets, but not your personal assets.Additional thoughts:1.

Do you need a bigger truck and a trailer, extra insurance storage..can you rent your machine out when your not using it?