FWIW, I've converted 6 wheels to tubeless in the last 6 weeks. Jumped out on my 
most recent set up the other day hauling ass when, near as I can tell a large 
lug nut that was wedged up against a traffic dot, flatted my back tire. 
I struck it so hard that it lifted the rear of my bike 2 or 3 inches off the 
ground & broke the traffic dot free from the cement, which in turn went 
skittering across the road.
I immediately knew there was no way it was going to seal on it's own luckily I 
was only 2 miles from the house.
I plugged the entry hole only to discover there was A PINCH FLAT! It seems that 
even with 50 PSI, the tire compressed enough to pinch the sidewall between the 
rim & the debris!!! I thought "just my luck; only I would get an unfixable flat 
in a brand new tire only days after setting it up" 🙄 
So one new tire later I am back on the road!

https://photos.app.goo.gl/XdDj673t8isHNzRe9

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