This is why you shouldn’t rely on a HF Tire Plug Kit. Safety Seal ordered. They have all steel tools and Kevlar plugs. Made to be a permanent repair. This HF kit is crap.
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They really have gone hill on so many tools and then way over priced on so many others (anything battery operated)... I just used my HF tire plug handles circa 2007 on the 2020 WK2 for a leak and that 2007 tool must be 1.5x the diameter and way stouter than that thing you got there.