Mr. Chaplin would say..
Liberty of thoughts makes a man free, but technology that get on the way will make him a slave.
I think he will like some modern advantages, and will hate to the soul, lots of crap you can watch on tv.
He liked simple things, understandable by anyone, like he's movies, no language or cultural barriers.
He was kind of weird, in some aspects, all genius are, but will love dvd, and digital suports, no digital fx, and the freedom of internet, even some winds are blowing towards darkness.(cutting the wings)
best salutes from sunny spain