Same thing here...
In my case, initially, the copper connections were covered with dirt preventing my GL from charging - - cleaned them and it worked fine...
Since then, I make note to look every now and then to keep them clean.
Today - I noticed the fifth connection was missing - - but the phone still charges, so I'm not going to worry about it.
Yea... crappy construction - but Samsung has a history of dodging repairs on these things.
In my case, if it ever quits, I probably won't bother calling, because I already scratched them cleaning them, and Samsung will most likely tell me I broke it myself.
I like my Gear Live - but the crappy battery life, along with the expensive coupler - and inability to just plug usb directly into the watch - will keep me from recommending it to anyone.