But they would also pay tax if their retirement gig involved delivering pizza :)

The platforms like AirBNB and VRBO will deliver the bookings, but if you don't manage it correctly, you will quickly get bad reviews, which means lower rates and worse guests.No offense but why didn't you ask the question "how the heck do long distance owners remotely set up their houses for short term rentals" before you put a property under contract?

May folks have a retirement job that is taxed delivering pizzas. 

A tool I have communicated to the cleaners I ultimately did not hire was to ask them if they would be interested in working on an "emergency" basis just in case my new hires are not reliable... they like this opportunity and will likely make it a point to deliver as a chance to win business.

Deliver it and also post notice that you will be doing an inspection at a set date and time and then follow through.

A primary residence is where your mail is delivered, where you have utility bills in your name mailed to that address, where your driver's license says you live, where your w-2 and IRS etc. are filed.A second home is a part time owner occupant and is usually 100 miles away and in a resort area.Four units in another state while you own single family where wife lives is not owner occupied. 

Blame somebody else so you don't have to be the bad guy when delivering bad news.I collect rent using an online system that automatically charges a late fee if rent is paid late. 

I'm curious to hear about why people have tried it or not and whether it delivered on your expectations.

Perhaps they deliver on that promise, in your opinion - perhaps they don't. 

She said he's a truck driver that is constantly delivering between Greensboro, NC and Chicago, IL.