Taking a lead from Osteodocs current "hate reloading 9mm" thread, what caliber gives you the most fits and what tricks did you learn.
For me, 22 Hornet has been a tough battle. The case is so fragile, that I've gone back to single stage when loading it (seems appropriate since both guns I have in 22Hornet are single shot anyway - T/C and Handi).
If the brass tipped the least little bit, either sizing, dumping or seating, the case would crumple (and these are NOT cases you find lying around at the range, and ordering them new is iffy at best). The mouth also needed a generous chamfer when loading GC boolits. It's one area where boat tail J-words seem to save brass. Also the Hornady inline seater helps keep thing straight as the projectile heads for the case mouth. A Lyman M die also helped a lot with GC boolits. I also use the Lee collet sizing die to keep from overworking the brass (I just need to keep the T/C round separate from the Handi rounds).
After 22Hornet, everything else seems easy.