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.