I've never loaded .44-40, but there's no real reason why it wouldn't respond to crimping as other such cartridges are crimped. I seldom use a Lee factory crimp die, not that there is anything wrong with them, I just don't have a need. I usually taper crimp handgun cartridges, even for revolver use, but roll crimping's often fine.
There is no standard definition of light, moderate, and heavy crimp. Regardless of the type crimp you use, crimp just enough to keep the bullet in place under recoil - and no more. This requires some one time experimentation that's worth the effort. Shoot groups.
Keep it all very simple and good luck.
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