Ironman
#Knickstape
He should start with Rogue One for story purposes and the way they set it up it flows seamlessly into A New HopeThis is such a loaded question. I'm going to say yes you need to watch them but I have no idea what kind of movie goer you are. Can you sit through older films? Can you get lost in older special effects? Do you value a great story? If the answer to these questions is yes then go watch A New Hope (the original 1977 film) right now. That's where you need to start.
If you prefer to get a more modern taste, or you feel you might not have the patience to sit through an older movie... and you want something more upbeat... then start with Rogue One, which just came out and is a 'prequel' to the original film. A solid flick by modern standards with some amazing sequences. If you make it to the end of that film and you're still on board... then go right into A New Hope. And don't worry if you end up enjoying Rogue One you will WANT to dive right into A New Hope.