Is there a way to pay him $270k "on paper" so he doesn't get hit with a long term capital gains tax at 15% and then pay him the remaining balance of $180k over time through a consulting agreement or other instrument where he would avoid the tax.

I just click a few times on my phone after I get an automated text message from Home away.

The others you throw away or work on them to conform to your business model.There are certain parts with technology that can be automated in the future but a majority want a human component with service.Maybe in 20 to 30 years those generations will want to do everything on their own.

Problem with Zillow is they have this annoying "1-click reply" where people can just click on your ad without reading it and you get an automated message "Joe is interested in your apartment at 123 Main St."

I've already set up automation systems for mining public records data and other lead sources.

The banks and funds will still bid - and they bid fairly low rates because even a 4% return is better than other very short-term instruments.

The automated emails you can generate are a time saver.  

I know there's an AirbnBust situation going on, but I've been following experienced hosts like Sean Rakidzich from Airbnb Automated.

I appreciate it.The law says "A person may not make or knowingly allow a telephonic sales call to be made if such call involves an automated system for the selection or dialing of telephone numbers or the playing of a recorded message when a connection is completed to a number called without the prior express written consent of the called party."

Hence the reason why even extremely experienced hosts like Airbnb Automated are having empty calendars, but eventually around 70%-80% occupancy.