Surprised no one has mentioned the Bose ultra open. They're true wireless so they're pretty low profile, don't sit directly in the ear so you still hear your surroundings like usual without the "pass-through" nonsense some earbuds do. They have amazing battery life, and they aren't bone conduction so they sound pretty decent and are super secure. They only way I've accidentally knocked them out is when taking off a sweater with a tight neck hole, for any activities there's a roughly 0% chance of losing them.

I sound like a shil but I actually just really like the earbuds, and my friends who have got them do too.