When you finally get tired of having to spoon feed your Remington 597 certain kinds of ammo, it's time to do something about it. One option is to give up, stash it in a closet and buy something else. While that's a bit drastic, it does work. Or, you could take a look at that factory Remington 597 extractor. That's the real reason for your failure to Extract (FTE). What you need is a Volquartsen extractor for Remington 597. Put one in and watch your rate of FTE's plummet.
The factory Remington 597 extractor is like most others, a disappointment. It will work with some high-end ammo, but it is very picky. The rough-hewn way it is stamped out of some kind of crap metal makes it unreliable and short-lived. However, the Volquartsen 597 extractor is precision EDM wire cut out of hardened tool steel, making it quite resistant to deformation. Therefore, you can rely on it to stay right for a long time.
The quality of .22 rimfire ammo varies wildly, and that's exactly what the Volquartsen extractor for Remington 597 is designed for. Its hardened, chisel edge lies closer to the case to positively grab it and get it out of the way. When the Volquartsen 597 extractor does its job that means you can get on with the fun part, shooting. How much time do you waste digging out shells? Of course, time is money, but wasted time is an aggravation. You need to put in a Voltquartsen extractor for Remington 597 and save yourself that aggravation. Life is too short to waste it digging out empty shell casings.