Vista Series

Sennheiser Momentum True Wireless 1. They sounded the best of any earbud I have ever tried, ever, and the fit is perfect. I have tried many - Technics AZ80, DenonPerl Pro, Bose Ultra Open, Bose Quietcomfort, AirPods Pro, Sennheiser MTW3, Jabra Elite 10, Jaybird Vista, and others. None were better than what I already have, the MTW1. It’s a real shame that the later generations of MTW were not nearly as good sounding to me as the gen 1. It sucks because my MTW1 battery only last about 30 min these days, but I still use them when I want to really “listen”, because the sound quality can’t be beat. I would buy them again in a heartbeat if I could find another pair with a battery that was guaranteed fresh.

Specifically for RUNNING Jaybird were *the best* without peer - fit, comfort, control - the lot Jaybird's Version 2 made some odd design choices & had too many faults - it's like they did some R&D but didn't fund or trial the actual product. Apparently they were bought by Logitech, who were more interested in office wearables & branching out into gaming. They didn't even try to hide it - I had a number of faulty products, issues they obviously knew about - & they'd straight up offer you replacement with desktop products or cash back. Honestly, great that they were willing to stump up, but they owned a product with cult following in the running community.. ..I could never understand why they deliberately killed Jaybird's off.

If you need actually waterproof, Jaybird Vista 2. Everything else is more “splash safe.”

In the spirit of stopped production: Jaybird Vista. Noise canceling, although they are in-ear, I've ran mine in the wash many times and they still work, although after more than 5years, I feel their end will be near. I'm bummed, there is no other sound like theirs.

Have you looked at models with different size/material tips, behind the ear hooks, or hell - just go over the head with a headband. I am definitely very sensitive to earbuds fitting properly and a lot of popular models just don't work for me. BUT - I have been very happy with my Jaybird Vista earbuds for years now. I run with them regularly and have no issues. Also very satisfied with their audio quality. For the quality and user experience I get out of them - think I paid ~$100. Not the cheapest headphones in the world, but also far from expensive and I would consider an excellent value.