* DatedHistory: When ''Where in Time/Great Chase'' was released, the manual states Mona the model in the LeonardoDaVinci mission was a fictional character and the inspiration for the painting, let alone whether or not Leonardo actually used a model for the creation of the ''Mona Lisa'', was (at the time) unknown. In 2005, it was discovered that the ''Mona Lisa'' depicts Lisa del Giocondo, meaning the game was actually right to depict her as a real person. Of course, the depiction of her as a surly model posing for Leonardo is still completely fanciful, especially considering he spent years working on it.
* ExecutiveMeddling: The spin-off series like ''Word Detective'' and ''Math Detective'' only really took off when a complex series of transactions brought ''Carmen Sandiego'' to a new owner.[[note]]So Brøderbund Software (owner of ''Carmen Sandiego'') and SoftKey (a Canadian CD collection manufacturer) were bidding on The Learning Company (which owned MECC, creators of ''The Oregon Trail''). SoftKey won and changed its name to The Learning Company Inc. (the original had no "Inc."). This happened in 1995. In 1998, The Learning Company Inc. acquired Brøderbund. In 1999, Mattel acquired The Learning Company, but they lost money, probably from making too many ''Carmen Sandiego'' spin-off titles. Then it was sold again to a new owner...[[/note]]
* KeepCirculatingTheTapes: There is an obscure early ''Carmen Sandiego'' game that's focused on the State of North Dakota called ''Where in North Dakota Is Carmen Sandiego?'' [[https://www.youtube.com/watch?v=a19tg-VvOdk Have a look here]] [[https://www.youtube.com/watch?v=QbU8ZkREF6g and here.]]
* NoExportForYou: There was a Nintendo DS game named ''[[http://www.gamefaqs.com/ds/958481-where-in-the-world-is-carmen-sandiego-mystery-at Mais où se cache Carmen Sandiego? Mystère au bout du monde]]''.[[labelnote:translation]]''Where in the World is Carmen Sandiego? Mystery at the End of the World''.[[/labelnote]] It was released in Europe and Australia in 2009, and even though the [[UsefulNotes/MediaClassifications ESRB]] [[http://nukoda.com/news/carmen-sandiego-coming-to-ds/ had rated the game (and subsequently yanked said rating when it got accidentally leaked)]], it never got an American release. Considering the less than favorable reviews the game got, like this [[http://www.cnet.com.au/where-in-the-world-is-carmen-sandiego-339300647.htm one]], it may have been a blessing in disguise.
* TechnologyMarchesOn: When Gnash steals alphabetical order in ''[=ThinkQuick Challenge=]'', it's talked about the impact this will have on card catalogs. Yeah, the two or three libraries which still use them.
* UnintentionalPeriodPiece: All over the place with the various editions of the games, given that they first came out in the '80s and TheGreatPoliticsMessUp happened not long after.
* WhatCouldHaveBeen: There were rumors of Sandra Bullock starring in a potential ''Carmen Sandiego'' movie around the late 1990s.