2 - I hate wireless ear buds for anything beyond sitting still. The risk of losing one half of a $160 pair is just too high. They might be ok walking, but not hiking, running, or cycling. The Pros might stay in better, but they’re even more expensive.
If Apple made a set of ear buds that had a strap, and a battery that lasted longer (not per play, but lifetime/# recharge cycles), I’d happily buy again. My wife has a set of Jaybird Tarah Pros that were cheaper, the battery longevity is better, and there’s no risk of losing one. Of course, Jaybird no longer makes these either. Ho Hum.