Had this exact same problem with 2 controllers that are less than one month old. If I wind tape around the top of the headphone plug and around the left grip to 'pull' the jack over the left this works with both controllers, but that's uncomfortable and I have to remove tape to put controllers on charging dock. I was looking here for a more permanent fix to avoid sending controllers away for who knows how long when my son has only had the system for 4 weeks, yes I could do this repair described above but shouldn't have to - these units are not fit for purpose. Microsoft need to fix the design flaw and recall these units to allow swap-outs of the faulty products in UK retail stores.