Your son is very lucky!
My brother also raised his kid on Hollywood classics and classic television shows.
When my nephew comes to NYC every August, I try to take him to the greatest theatre available.
This year we will see a play called “War Horse,” about two horses forced to participate in World War I. It takes you through every conceivable horror of that period - and yet in beautiful, lyrical style.
I would also recommend “Bilko” and “Car 54, Where Are You?” for your son. Both written and directed by a genuis named Nat Hiken. Hilarious!
Oh yea, I remeber “Car 54, Where Are You” very well. Wonder if its available on DVD or streaming? Others I’m looking for is “It’s About Time” a cave man comedy created by the people that made Gillgan. The whole Beverly Hillbillies series - not just the poor quality mini-sets that were released. Get Smart, Rat Patrol,I dream of Genie, And there was a show in 1967 called, “Off to See the Wizard” ABCs version of Wonderful World of Disney - which had some great short family movies from the MGM vault.