I run outside in towns and cities almost exclusively — hate hate hate treadmill running. In my 8ish years of on-and-off running I've always worn in-ear neckbuds (not with ANC, but have been pretty isolating as far as outside noise goes) — I've had the Jaybird X3, and 4, and Tarah Pros, and a pair of Jlab something or other that I killed with sweat in under two months. I've never had any issues with not being able to hear things around me when running, I'm pretty comfortable keeping an eye on my surroundings as I go.

I don't plan on doing any races or events, I just run for my own fitness and enjoyment, so that's not a concern, but the point about buds falling out is a good one. That was actually a big part of why I was initially looking at the Beats Fit Pros, I've always had success with the wing tips on my JayBirds so I'm interested in trying to find wireless earbuds that have them too. While the Jabras people have recommended look really good on paper for what I'm after, the lack of wing tips is a concern for me for sure.