I missed this post earlier I guess.
I consider myself progressive, as long as we're talking about filing rakers
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I don't typically grind to the worst cutter, as you said, that wastes a lot of chain. I also do not remove much at a time. I usually look a chain over real quick to see which cutters are the best(longest), then I set up to only remove a little off that cutter and run the chain around then that side hitting all the cutters it gets, then I advance the stop forward a touch and do that again until I'm getting most of the cutters, all the time counting how many turns I've adjusted the stop in. Then on my last pass I will mark any cutters that need taken back further with a green sharpie and then I make one more pass to get those, sometimes I have to hit those again. On a real bad chain I will make 4-5 passes around per side. Then I will hit the rakers with a file and a progressive gauge like the husky version. Sometimes I just file the shortest cutters rakers, then one of the average ones and throw it on the raker grinder(especially if I'm doing more than one chain). if they are all equal length, then I hit a raker on each side and put the chain on the raker grinder. Similarly, I make multiple passes when using the raker grinder when doing a chain I've removed a lot of material on, I just mark the rakers I file with the green sharpie. Yes I like my green sharpie, does that make me green lol. There's really no reason to take them down to the worse cutter, sometimes I'd loose a third of a chain doing that. If you are sharpening for customers, you can loose a customer quick by removing enough material off the worse cutter
. Think about how many times you've heard someone say "I took my chains in to be sharpened and they removed half the cutter"
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Touching up a chain with the grinder takes me a little more time than filing them, if you include removing them and then putting them back on, so I only grind damaged chains, chains that are not on saws, and chains I'm converting to square.
Honestly, with my elbows I wouldn't want to file that many chains in a session. That being said, I've started with a new or almost new chain when flush cutting stumps, and worn(filed) a chain down to a point I didn't feel it was worth hitting it again as after that it would be on the witness marks. It makes tossing a chain much easier when you know you've gotten paid for it already
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I'm thinking that maybe I should be titling my posts, that way guys who want to get caught up can just skip the "Sharpening" posts
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