persephone88 said: "Hmm, what kind of movies do they like? Drama, comedy, fantasy, Classics, musicals? That would be my first guide. Most people have seen The Wizard of Oz, and thus, Wicked is an easy choice if they were a fan of the Oz movie. For a 20 year old, Mean Girls or Dear Evan Hansen might appeal since they have youth centric themes, but it really depends on the person's interest. I'd probably skip something like Gary or Lear if they were not Shakespeare fans, but otherwise, ask them what appeals. Elaborate spectacle? A simple, moving story? Familiar music? There's a huge range of shows..."
I second this opinion. It’s not just the quality of the show you pick, but how the show fits with the interests of the individual. We have all seen shows that surprise us, but for a first ever B’way show, I’d try and pick a good show that fits into their interests.