CoyoteThe Challenger is an "O" type cast aluminum press, but the die installation is slightly different from other brands. Lee as help videos for their products, one important note from Lee product techs. They recommend when using "range brass" if following the the die installation instructions results in brass that will not chamber correctly-throw that brass away. Dell time in the die is a good idea, I do it even with dedicated rifle brass and rock chuckers( and the mandrel), range brass always "rests" in the die.
I agree that after a standard Lee setup and adapting the help I've received from you all, after several tries with resizing and still getting negative results I need to file 13 that piece of brass.