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I wish I could appreciate Carolyn more, it has great retro yuppie energy. I'd put it in the "studiously cheery midcentury names" category with Leslie, Dana, Laurie, Audrey, Natalie, etc. But I grew up with a surprising number of Carolyns (and variants, like Cara-Lynn, Carlyn, Karalyn, etc) in the 90s, so it's still "current" for me, and therefore a bit boring.