Good catch on those wheel hub bearings—it’s a good thing your tire got punctured before those completely seized up on you! Replacing them now is definitely the right move.
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Just FYI on seating tire beads. Take a ratchet strap and wrap it around the tire circumference. Ratchet it down. This forces the tire out against the bead. Add air until you get about 5-10psi. Release ratchet strap but keep fingers clear!! Now you can air it up to operating pressure. Works for mower tires, motorcycle tires, car tires etc. Now you know.A perfect moment for the classic DOH.
Speaking of dumb stuff, I don't actually own an electric air pump, aside from the small one I keep for my wife's car that isn't fast enough at pumping air to set a bead. I've been using a bike pump to keep my tires filled, and my other ride, now a Suzuki TU250x, uses tubes. So there I am, pumping away like an absolute mad man trying to get enough air in to set the bead. One section of the tire had a small split in the very edge of the rubber which was letting air out just barely enough to put up a fight. Finally, with enough Windex and stamina, I was able to get the bead popped on that side. What a workout.
I took the bike on a quick ride, and it felt like a meaningful difference was made. It felt smoother and more powerful, and whether it's the new tire, new bearings, or just the satisfaction of having done a job myself, I don't know. But it feels good.
I also took this opportunity to install a remote tire pressure monitoring system. I've had it for about a year, since it was gifted to me, and finally am able to put it to use. Keeping the tires perfectly inflated has not been something I've done well, but I'm thinking that is also a good reason why it felt so much better to ride after the tire and bearing installation. Hope it helps me with keeping the tires in good condition for as long as possible. Anyone ever get 10k miles out of a Buell XB rear tire?