Ive used a lee system, RCBS system, Redding and wilson/sinclair
The wilson sinclair win hands down for quality of cut and easy of use. now that being said, its expensive and you need a sleeve for every caliber you do.
The redding works very well, but I find it finicky, if you short stroke to the turning arm when setting a new case you can damage the lock button, with a good rhythm its quick and easy.
The RCBS, it jams up easy, it is prone to cutting crooked if you put a bit to much pressure on... and pressure is dictated by how much spring power you have left in the sheel holder.... it crap
LEE, fantastic results for very little money.... and man your hands hurt after a few casings... never tried it with a drill. once again you need a new set of tooling for each caliber, and you really don't have control of how much you cut off.