There were issues syncing the reservation calendar, and it is nearly impossible to reach a customer support representative with Booking.com as an individual STR owner.

They want to be paid 5 figures or more but can’t be bothered to learn more than their customer. 

you probably know this but - there are holding costs associated with most flips - interest on the loan, insurance, and sometimes others depending on the localityhope this helps 

At the time I looked, 20 or so years ago, the problem with smaller down towns is the proliferation of nearby strip malls, where the stores are surrounded by a large parking lots, and for laundromats, attract more customers as they can park easily, walk to adjacent stores for shopping, snacks, and browse newspaper and magazine racks, which explains why they do better, there's more customers.

Technically, those sleeping over 12 built after 2016 are putting themselves in a legally liable situation if something happens as insurance companies may not cover them.

I understand that if I rent this ADU out, then I can have a tax write off on the mortgage payment and insurance payment for the the ADU's sqft portion.

I believe that if the non-signing spouse had an interest in the property burdened by the easement, then the easement interest is not insurable. 

Find one that does not have a high-priced long-term monthly contract, flexible pricing, and excellent customer service.

Is your DSCR ratio greater than 1-meaning are you cash flowing (according to the lender's criteria of mortgage, property taxes and insurance (and HOA) if applicable).

Find yourself a good team who builds ADU's has a project management team and of course has all the licenses and insurances to protect your property.Quote from @Michael Adamo: Hi BP Community,I’m exploring adding one or two ADUs to a property I own in the Miracle Mile area, near 3rd Street and La Brea in Los Angeles.