Last night I thought up a good concept for a 50th anniversary DVD (or online "collection"): One that's kind of like the "Best of Friends" DVD release, only it'd focus on the characters who have been on the show since the first season: Big Bird, Bert and Ernie, Oscar, Cookie Monster, and Grover (and maybe Kermit, though he hasn't been on Sesame Street much in the last three decades). Don't really know if I'd rather Ernie and Bert be treated separately or be grouped together (with many of their respective solo bits included as well as together bits).
Part of me likes the idea, if it's feasible enough, of having one segment with each character from all 50 years, though there's not much to choose from with Ernie (and maybe Bert) for seasons 22-24 and 37-44 (there'd be plenty of group numbers where they don't get much dialogue, but wouldn't want to represent them with those), but maybe a chronological selection of segments for each character, maybe have the year appear on screen (at least starting with whatever segment - so, if there's three first season segments with a character, 1969 would appear on-screen for the first of those clips, then if we get to 1970, that year would appear, and we could skip from 1970 to 1973, etc.).
And part of me would want to start each character selection with their first appearance, though I'm not too sure (especially if such an idea were to include just one clip of each character per season). Grover's first appearance on Sesame Street was Henson #5, but I wouldn't want to include that as a representation of Grover's first appearance (though I would like to have it on DVD.... I think the loud and soft radio bit with Kermit is Grover's first featured appearance, and then there's the two rare Grover segments from episode 125 which mark the first times he was identified by name on the show).
Hmmm, I had been thinking it'd be better to arrange the segments by character, but maybe they could be arranged by season and include a segment with each character (if released on Blu-ray, maybe they could let consumers choose which order to watch them).