My take? Buy once. Decide how many shells you'll reload per week. Don't forget to include practice rounds.
Remember mid-priced machines make better shells than cheap but useable machines, They resized the brass base as part of the reloading process
MEC Sizemaster would work for 50 to 100 rounds per week
My cheap/poor skeet shooting friends use a MEC Grabber but they shoot 200 to 500 rounds per week.
My rich/old skeet shooter friends swear by Ponsness/Warren. Since they are retired and shoot in the 1,000 shells per week range range. it still doesn't make sense as PW is a year wait and unaffordable.
The Sizemaster, when lubed, should last a lifetime and makes good shells. It helps to standardize on similiar shells as setup is a time waster. I use Claybuster Wads purchased by the case. From old, 1 piece, Winchester AA hulls I get 7 to 10 reloads. This is for an over/under and after 5 reloads I doubt they would work in a pump.
Don't forget to save the boxes.