The Good Doctor
Plot: A writer (made to resemble Russian playwright Anton Chekhov) narrates a collection of his stories, all of which are written in the style of Chekhov.
Richard Chamberlain. Richard Chamberlain was 44 in The Good Doctor as 'Anton Chekhov / Various Roles'.
Ed Asner. Ed Asner was 48 in The Good Doctor as 'Various Roles'.
Anton Chekhov. Anton Chekhov would have been no older than 44 in The Good Doctor as 'Writer'
Neil Simon. Neil Simon was 51 in The Good Doctor as 'Writer'
Jac Venza. Jac Venza was 51 in The Good Doctor as 'Producer'