Hi QueenTiye:
Welcome to the ET Forums and good luck with your new toy!!!
The headset jack is a very weak part of this mostly fine device. I do know there is a connecter made that fits over the docking connector, bypassing the headphone jack entirely. It is Seidio's Audio Out Adapter and here is a link in the ET store:
http://store.everythingtreo.com/cont...73-75--634.htm
I can't help you with a Bluetooth software update, but I can tell you I have been using a Plantronics Discovery 640 headset and I have been extremely pleased, but I don't think you can listen to music on it. I haven't even tried. Prior to getting this, I was using the standard wired earpiece and that was enough to ruin the jack. When that Treo was replaced due to the broken jack, I didn't want to kill another Treo so I decided to try Bluetooth. I really only use it in the car and I am not walking around a room or house so I haven't experienced any distance problems, but I know others are not pleased with Palm's impementation of Bluetooth. Luckily I never used it before so I have nothing to compare it to.
Aaaah, if ignorance is bliss, I must be ecstatic!!!
I hope this is of some help,
SteveTaz