So to say $400/sqft is flat out not right.

I would include the storage and bake it into the rent or not bother, you will have enough to account for as it is.

Rather than a crash, I see a small correction and more flat line growth in the next 2-4 years. 

The likelihood of getting Progressive to cover a claim ON THE ROOF when they are issuing a flat cancel due to inspection ON THE ROOF is very low.For the most part, insurance companies don't inspect homes before coverage is bound.  

It can be a flat fee with a sliding scale based on sale price.

We used to call them "Granny flats." 

I think it’s a flat 300$ doc fee.

I think all the appreciation for the upcoming years is already baked into the current prices. 

In my STR market, i hardly get any bookings from VRBO but don't want to miss out on possiblities.Another problem is VRBO charges (5+3)8% for advertisement booking and guesty handles payments in this case. whereas Airbnb charges a flat 3%.

The automatic emails or text messages are free and easy to set up and I think it's a good practice to let them know that I will be following up on this and will evict you over it without flat-out saying it.