Some of those boards have a thru hole connection meaning the pad is on the top and bottom and thru the middle of the board as well. When taking the connector out if one of the leads stuck to it and pulled out with the connector. When you solder it back the top side doesn't make a good connection as the solder doesn't flow from bottom to top. Either way it sounds like a connection problem on that jack that is most likely a ground. IADR (in all due respect) I hate those jacks.