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I'm not a fan of Richard, the sound of it just isn't my style, it's one of the names I don't get the popularity of. That said I don't see it as dated. As for the other names, I like Harvey and Atticus. Asher is okay, I'm not a fan of the Ash- sound. Homer really just makes me think of Homer Simpson, unfortunately. The four names is a little bit much but any combination of three names from the set would be nice as long as you didn't have Harvey and Homer next to each other. In that case the alliteration would be a little weird.