* CrossesTheLineTwice: Going to [[http://en.wikipedia.org/wiki/Aspen,_Colorado a city]] that was 90.94% white and setting up a booth where people could [[https://www.youtube.com/watch?feature=player_embedded&v=VyRwrrggxok Meet A Black Man.]]
** [[http://improveverywhere.com/2005/12/10/suicide-jumper/ Suicide Jumper]]... threatening to jump off a four-foot ledge.
* RetroactiveRecognition: Many of the early agents were Upright Citizens Brigade players, and later became famous in their own right.
** Creator/AubreyPlaza was an agent in a few pranks, including [[https://improveverywhere.com/2008/02/25/mobile-desktop/ Mobile Desktop]].
** Eventual ''Series/ParksAndRecreation'' and ''Film/Ghostbusters2016'' writer Katie Dippold was a frequent agent in several early missions.
** Creator/JohnGemberling of ''Series/BroadCity'' and ''Series/FatGuyStuckInInternet'' took part in several early missions, most prominently when he did a striptease during the [[https://improveverywhere.com/2003/10/18/the-amazing-hypnotist-redux/ Amazing Hypnotist Redux]] mission.
* SuspiciouslySimilarSong: [[https://www.youtube.com/watch?v=wKB7zfopiUA Who You Gonna Call?]] features one of the ''Franchise/{{Ghostbusters}}'' theme.
** Similarly, [[https://www.youtube.com/watch?v=i9iq9gdeIE4 Invisible Dogs]] uses a suspiciously similar (and more grammatically correct) version of "Who Let The Dogs Out" by The Baha Men.
* TheWoobie: Done intentionally, of course:
** First, with [[http://improveverywhere.com/2006/08/30/rob!/ the]] [[http://improveverywhere.com/2009/11/30/wheres-rob/ two]] Rob missions. Poor lost Rob.
** Also with the [[http://improveverywhere.com/2011/01/31/worst-ice-skater-ever-2/ Worst Ice Skater Ever]], at first. Then he subverts it.