There are many things to like about the 396. The uber-crappy headphone-jack is not one of them. It is a tiny plastic surface-mount jack. Its only physical support is the dots of solder holding it to the circuit-board. Both the jack itself and the solder-joints are prone to breaking. I've repaired mine on a few occasions by disassembly and reheating the cracked joints and a couple times by return to Uniden.
I now use strain-protection (loop the wire from the jack and then wire-tie it to the antenna). It helps. But it would have been nice to design the thing for real-world use.
See my earlier post regarding disassembly
http://www.radioreference.com/forums/showthread.php?t=86810
The third attached photo shows the headphone jack (the pink highlighted dot).