Help! First time 9mm reloading, function issues

The best way I've found to crimp with jacketed bullets is this.

Put the crimp die in the press just a bit and run an uncrimped round up into it. The bullet is seated to the correct length already of course. With the ram all the way to the top screw the die down just until it touches the case mouth. Then lower the ram and screw the die down 3/4's to one full turn. Lock it up and your crimp is set. Only about half a turn for cast bullets.

Also it seems to work best if you seat and crimp in separate stations.

Your charge may be a bit light, but other than that it sounds good.
 
When I'm developing a load, I look at the low end and load 5 with that much powder. Then I load 5 at +0.1gr, until I get close to max (I load for IPSC, so lowest power factor is what I'm looking for). I weigh each one and it takes forever, but I know exactly what's in there. I normally end up with 30ish rounds.

Then I go test them and note the result.
 
I loaded up 450 of pretty much the same on a friends dillon before i figured out that I had the OAL too short.
Now the gun doesn't like to shoot them (Same problems as yours).
Check your OAL. If thats ok, load a mag and slowly work the action and see what happens. With mine the second round down the mag will tip over the edge of the round below it, voila FTF! Check it out.
 
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