I would check the extractor. It could be broken or just not properly tuned. If it's not broken, take the slide off and slide a live round under the extractor from the bottom. Slide it into place as it would be if it were ready to be fired. Then shake the slide. Don't go crazy, just give it a little jostle. If the round holds tight, it's not your extractor. If it falls easily, or won't hold period, you need to have your extractor tuned.
It could be as simple as putting a little more bend in it or, it could need a pad filed down so that the extractor can seat further on the rim of the shell casing.
Dude, do you like work for the US Postal Service? You need to take it to the range to try out......I know those people behind the counter at the post office act like dead zombies, but I don't think they are!I put a little tweak on it and it looks like that may have done it! I can't wait to take it to work tomorrow and see if that fixed it. Thank you guys so much