The title is a reference to Brown v the Board of Education which ended racial segregation in public schools in the United States.
Rainier Wolfcastle's "word" for Dieter's "comedic gift" is something like, "Komische einstellugstriken haltenseinenlieberschvancereinezwugzangshteifel." The translation appears highly variable but one possibility may be approximately, "Strange attitudes strikes keep him rather afraid of a forced angst."
The check that Rainier Wolfcastle hands Krusty has the date 05/14/2023 on, the same day the episode aired in the USA.
On the wall of Great Educators are Edna Garrett (Charlotte Rae in The Facts of Life (1979)), Gabe Kotter (Gabe Kaplan in Welcome Back, Kotter (1975)), Dewey Finn (Jack Black in School of Rock (2003)), Louanne Johnson (Michelle Pfeiffer in Dangerous Minds (1995)), the Microsoft Clippit or Clippy. Krusty then hangs the picture for his father, Hyman Krustofsky, "Rabbi, Teacher, Disapproving Father."
Krusty and his cohorts dine at a restaurant called "Mussel & Flanks"; a play on famed Hollywood eatery and tourist destination Musso & Franks. The portraits on the walls include two clowns named Oingo and Boingo, a nod to theme composer Danny Elfman's band Oingo Boingo.