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But yes, how did that hole get there?
The sidewall of that tyre looks really stressed. You can see the bands of discolouration up to the join on the right of the second photo. It's possible that the threads are torn and it's just the rubber holding it together.
Remind me of this at Brighton Big Dog last year. Possibly heat related / accelerated?
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But yes, how did that hole get there?
It looks like a conti GP4000. They're known for the occasional sidewall failure at inconvenient moments. Same thing happened to mine in the middle of the nullarbor.
Skinny's boot looks ok, should probably hold. Id prefer it if he got the tape right to the rim but if it fails, it will fail slowly, and he'll probably spot it before it blows.
IDK what FML means. Must Google it some time...
But yes, how did that hole get there?