Just curious if anyone else has this problem. I have a M&P Shield 40 that is well broken in (lost count on number of rounds fired). However, when there is a live round in the chamber and I drop the mag and attempt to rack the live round out numerous times there has been a fail to eject or a jam. The round will get caught sideways or fall back over and fall out of the magazine well. I've inspected the ejector and havent found any signs of defects or damage, its almost like the ejection port slot in the slide isn't long enough. Has anyone else had this problem? Is there a fix for it?

Does it eject fine when you shoot it? Is the round extracting but not "flying out"?

You said ejector, do you mean extractor?

You're like not racking it with enough authoritah!

Are you blocking the ejection port partially with your hand? Is the ejection port facing down to let the round come out freely? My ideas...

Not trying to be a smart guy here, but with the limited info we have here I would try this. let someone very familiar with firearms try it, My guess here is what Saudade said, try giving it your all, you will not hurt it, grab that slide pull it back while pushing the gun forward with the other hand use all your strength and do it fast. If it still does it you do have a gun problem not an operator problem.
When I was a lad and learning firearms I jammed a lever action by running it slow, I can remember the words from my father " If your man enough to handle a firearm then run it like a man you will not hurt it!
Good luck and and keep us up to date.

If it works fine when you fire it, then you're not working the slide with enough purpose, and you should make sure you're not partially covering the port with your hand.

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the oal of the round can cause that issue. some rounds are more prone to it than others. not racking the slide with enough authority will also induce this failure.
try different rounds. rounds like critical defense etc tend to be slightly longer than conventional HP. I know it is a pain but it is not unusual. especially in short barrel CCW weapons with stout springs and short slides.

Understand that the ejection port is designed to eject a spent casing. Since a cartridge is longer, it takes a little more care to get it to eject properly.

The round falling out of the mag well is not an issue. This happens a lot when ejecting an unfired round.

What the others have said is true. The recoil spring on the Shield is stout. Operating the slide takes a little more effort than on full size guns.

Your ejector is not too short. This will just take a little more practice. I suggest you practice this with snap caps.

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Freedom isn't free.

there is one particular brand of ammo that will not eject [live round] from my .380 Body Guard. I measured the length against other .380 ammo I had on hand and it was 20/1000 longer than the ammo I am using now. I contacted the manufacturer and they were quick to respond. They were satisfied their ammo met the specs for .380 ammo. My response was "I will no longer use your ammo in my .380 BG". They produce excellent ammo and I was disappointed. I will not name the company....it's everyone's responsibility to check their own ammo in their own firearm.