Jawbone 1

I have really enjoyed my Jawbone.  Even though my wife wasn't as pleased with the price initially, now after about 3 years and having used it extensively in various conditions, I have to say it really works well and hasn't disappointed me.  The only problem I have encountered with it has been primarily wind noise, but at the time i purchased the jawbone, wind was a problem with basically every headset I tried, so I can't complain to much about that.  The other problem was the fit of the earpiece, which has worked well enough for me to remain happy with the headset; admittedly I am a tinkerer.

In the course of tinkering and finally breaking one of the earpieces (the around the ear loop) I found, serendipitously, that the new jawbone icon earpieces fit on the Jawbone 1, and work fantastically!  It is held perfectly in my ear similar to the icon, and held nicely against my cheek.  In my opinion, it actually fits better with the new earpiece than the old one ever fit even with the best around the ear loop placement.  Also, since I wear glasses, this clearly works better avoiding the issue of overlapping my glasses arm altogether.
So, with some patient trying, the earpiece WILL fit on the Jawbone 1 and stay put.  Once you get it on there, you will find that the earpiece works well and stays right in your ear.