Hey Rabbit
Checkering is satisfying until you look at your earlier work and realize that you have to redo all of it: "How did I let this leave the shop?"

I started with the Dembart tools, moved to the Camp Perry set from Brownells which I believe is excellent for most jobs.
You will simply pick up different cutters when you find that the ones that you have aren't doing what you would like them to.
Riffling files are always useful and a cradle is a necessity as shown earlier in the post.
I get down to the Outer Banks on vacation each summer and I will often bring a piece of work with me. Break out the swivel vice, clamp the work onto a picnic table and something that I have been avoiding gets done during the course of the week

Mike C.
After a line is roughed with one of the really agressive cutters (from the above set) I usually use more than cutter to finish it. Some push, some pull depending where I am on the pattern. Pull is probably the best way but not always convenient.
Some time back someone posted some shop built cutters that bordered on art. Way beyond my level of experience and definately from someone who knew what they needed for the job.
Good luck
Tom