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Just comp a bit to get the first one you're gonna use, have that play, and ask them on the next round to have their goal being matching the first take. I'm amazed how many times I've seen people just trying to sing the same thing over and over only to have the takes not really match up... when if the singer could hear THE take they were trying to match, something as simple as making sure a certain syllable is held the right length should be easy enough for any singer after a few passes.
Generally, for me, I do a bit of both... record 20-40 takes, and start comping. Often, I get good enough matches from that, but if I don't, I get one good take, and do another round focusing specifically on matching the key elements from the first round.
Doing it that way, I've never had to go round 3... well, not for timing issues anyway.
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