Never mind the headset. I don't make that much use of the thing, but about the pocket. . . . I tried that, and twice stood up, only to see the phone in the middle of the seat. It's small, slick, and has beautifully rounded edges. In other words, a world class design if the objective were to create something intended to slip out when seated.
Once, the carrying case dropped to the ground. I can only assume that I only thought I had it properly attached to the belt. I can also only assume that I would do the same thing again.
Oh, the final mishap involved reaching for the phone, only to come up with an empty case. This, I don't understand, as it has a very secure seeming magnetic flap.
Personally, pockets sound ideal for me, except for that one little problem. What would probably work is a small, rough side out leather case. Best if it added a tacky surface without being bulky.
Replacement cost was inconvenient, set up and replacing the contact list was annoying. I have more serious concerns that someone else is in possession of my contacts. This is a Tracphone with prepaid minutes, so I was able to transfer the prepaid airtime to my new phone. I don't know if they were able to kill the phone or not.