Post your tubeless tire lessons learned here
Starting this thread to collect lessons learned. I could post elsewhere, but Bicycle Mechanics is too down to earth and the "41" too immature.
Lesson Learned #1 (my first lesson) - when you have the bike on a stand and find a wire embedded in the tire, don't pull the wire out when it's in the 12 o'clock position. All the air leaks out and when you rotate to the 6 o'clock position at the resulting low pressure all the latex runs out. The good news is that I had apparently ridden the bike back home with embedded wire without loosing pressure.
(Note: 12 o'clock is what we call "up" and 6 o'clock is what we call "down". The analog representation of time is going the way of the Dodo. )