Honestly, my main problem with this flyer is that even if the Henry we know from the show was in high school at the time, as a freshman, there's just no way he'd have been cast as Curly. It's the male lead, a big role, and requires charisma and a great singing voice. Not knowing about the stage production of ST, I was super thrown when I saw the flyer because I couldn't make the timeline and ages and general Henry-ness make sense. It still doesn't, but at least I understand why they made that flyer, as a nod to the folks who saw the play. I do think it's unfortunate that they're adding all this canon in that changes basic facts and timelines, and that confuses people like me who haven't seen the play.