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Lt-Cmdr Price's "Not Received file" which he uses to keep track of all the orders that he'd rather not obey and doesn't intend to reply to. The sender generally gets transferred, promoted, retires, or just plain gives up long before Price does. In the rare instances it doesn't work Price will send a top priority, double urgent, angry memo demanding to know why the sender hasn't responded to his questions (which he hasn't sent) about said orders. That generally shuts them up in embarrasment and he hears no more about it.
On Flight of the Conchords, Bret had a dream in which David Bowie told him that, "once in a while, it doesn't hurt to do something absolutely outrageous". At a business meeting with a musical greeting card company Bet decided to act on this advice by climbing onto the company owner's desk and exposing himself. It paid off in the end, as the owner admired Bret's balls.
There's a feature on the Peacock and Gamble Podcast in which Peacock and Gamble take it in turns to write fake complaint letters to big companies under the name "Mrs. Fraser." Each week, they accuse a company of having somehow inflicted something awful on her son. These are always horrendously unrealistic - and by the feature's end, Fraser has had both his legs fall off, pulled his own eye out, and undergone serious therapy, until he eventually died and went to heaven where he was fingered by God. If this were even slightly realistic, it'd make for completely uncomfortable listening. As it is? Just really, really funny.
Billy West's voice impersonations deserve special notice here.
The Frantics: This trope is the reason why the "Last Will and Temprament" sketch has become such a cult comedy classic: bequeathing "A boot to the head" (literally!) can be surprising and amusing when done once, but doing it to everyone, puncuating with repeating "And another for Jenny and the Wimp!" by an insane lawyer reading the will is hilarious!