James Caan, who plays the President, was a good friend and golfing buddy of Don Adams. He also guest-starred in the original Get Smart (1965) TV series. Caan played Rupert of Rathskeller in the two-part episodes, "To Sire, With Love" parts 1 & 2.
Agent 23 tells Max that assassinations are prohibited by Executive Order 12333. Order 12333 was in fact was signed by President Ronald Reagan in 1981 and had a broader purpose to require coordination between the Federal agencies and the CIA, but did reiterate an existing policy against political assassinations.
In the Latin American dubbed version, Agent 86 is voiced by Mexican actor Jorge Arvizu a.k.a. "El Tata", who also played the voice of the original Maxwell Smart in the 1965 Get Smart (1965) TV series. Following his style, the dubbed version includes many local puns and colloquialism.
There is a considerable number of Second City alumni in this movie. Steve Carell was a member of the Chicago troupe in 1991. As was Bill Murray (73), Alan Arkin (61), and David Koechner (94). Nate Torrence who plays Lloyd was a member of the Cleveland and the L.A. troupes, and was also a member of the Groundlings.
In the first scene in CONTROL's board room, Max plays the intercepted audio of a conversation about decaf coffee and muffins, and simultaneously translates it to English. The original conversation is in Persian.
In one scene, Dalip crashes into an apartment where a Russian mother and son are watching a scene from Batman Begins (2005) on their HDTV. Anne Hathaway would later play "Selina Kyle" in the third entry of Christopher Nolan's Dark Knight trilogy, The Dark Knight Rises (2012).
During the lab explosion Dalip swings from the roof to the apartment. In that apartment the 2 people are watching Batman Begins. Anne Hathaway who stars as 99 would later go on to star in the 3rd Batman movie in that trilogy The Dark Knight Rises.
The trivia item below may give away important plot points.
Other nods to the original show include: Agent 13 hiding in an unusual spot (he hid all over the place) and his habit of crying (Ship of Spies); the question (and rather crude joke) of whether the Claw might be 'the Craw', as it wasn't easy to tell which he was saying; the series of opened doors that lead to the phone booth entrance to Control; the phone booth rapid elevator; Siegfried's line "Schtarker, this is Kaos, we don't (whatever it is) here!"; the dog named 'Fang' (in the original series, he was an agent numbered K13); 99's deep infatuation with Max; the Cone of Silence not working the way it was supposed to (only did once in the original series, but the chief got trapped beneath it); the shoe phone; the lines "Sorry about that, Chief", "Would you believe...", "the old (something) trick", and "missed me by that much"; the bomb in the piano; the old German driver shouting "Dummkopf!"; Max getting caught in the final sliding door in the entry hall when it doesn't close right away and he went to check it (although, in the original show, he only got bumped in the nose, not crushed as in the film). The three cars driven by Max at various times in the opening credits of the series (a Sunbeam Tiger, a VW Karmann Ghia and an Opel GT) appear in the film as well.