I was talking a little about this in the "you know what...?" thread, but after somebody suggested there be a medley of Sesame Street songs with a title like "Evolution of Sesame Street", I've been thinking that would be a good title for an anniversary special, documentary, DVD, or whatever. I'd like to see an audio release (digital would probably be the way to go) compiling many versions of a single song that's had many performances over the years. Or maybe Sesame Workshop could do something like this for one of their clip "collections" they put on YouTube. Or maybe an "Evolution of..." collection for its characters. Maybe a single release that's like the Best of Friends release, only focusing on clips that clearly show a timeline of the characters, or maybe something like this (or the music concept) could be a go-to bonus feature for the DVDs of 2019.
But for the big special/documentary/DVD idea I thought of, a title like "Evolution of Sesame Street" or "Sesame Street Keeping With the Times" would be good, instead of necessarily including the clips we would expect to see, they could show clips that are a product of when they came out. Season one clips would include the original dopey Big Bird, orange Oscar, gray green Grover, orange-and-purple-shirt violet-nosed Ernie, maybe Matt Robinson as Gordon, and maybe Buddy and Jim, the early 1970s could also include Roosevelt Franklin, yellow-eyed Snuffy (I think his "imaginary" status lasted too long for what I have in mind, blue-nosed Herry, and clips with Molly, Rafael, and Tom, the late-1970s could be represented with some disco tunes, and so on. And there could be parodies of things that lost popularity shortly after their Sesame spoofs and clips with celebrity guests who were already near their 15th minute of fame.
Maybe it'd be a little audience-alienating, but it's something I'd like to see.