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- Excited Kids' Show Host: Mostly averted; Greg was laid-back, and a bit of a goofball, but he wasn't really "zany".
- Large Ham
- Phrase Catcher: "Greg, go away!"
The Chief, Lynne Thigpen
- Black Boss Lady: The current trope image, in fact.
- Canon Immigrant: Lynne reprises her role as Chief for the 1996 versions of the Where in the World and Where in the U.S.A. computer games.
- Da Chief: Well, duh.
- Sassy Black Woman
- Catch Phrase: "Greg, go away!", "I salute you!"
Rockapella | Members: Sean Altman, Scott Leonard, Elliot Kerman, Barry Carl, Jeff Thacher
- Boy Band: Boy bands were big at the time and Rockapella was recruited in an attempt cash in on that.
- Breakout Role: Before this show they were just another college a cappella group. Now everyone thinks of them whenever someone brings up the style.
- Final Season Casting: Jeff Thatcher was added to Rockapella as the band's vocal percussionist in 1993. However, he wouldn't appear on the show proper until its final season in 1995.
- Greek Chorus
- He's Okay: Rockapella member Scott Leonard would often play a recurring character called the "Dying Informant," where he would often give clues about the whereabouts of the crook of the day before dying. Of course, Greg would always remind us that Scott wasn't really dead.
- Large Ham
- Mr. Fanservice: They were all very pretty men.
- Phrase Catcher: "Do it, Rockapella!"
- Sharp Dressed Men/Unlimited Wardrobe: Jokes abound that their costumes were the reason PBS couldn't afford too many grand prizes.
- "The Villain Sucks" Song: A few of their songs sing about the criminals Carmen Sandiego hires. "Stinkin' Dirtbag" and "Bad Girl" to name a few. The theme song could also qualify as such, since they're singing about Carmen Sandiego herself.
- Wholesome Crossdresser: One of the informants was upstairs neighbor Mrs. Pumpkinclanger, who was played by Barry Carl in drag.
- Big Bad
- Orcus on His Throne: She masterminds all the thefts but doesn't do much in the show itself, preferring to work through her henchmen to avoid the cops.
- Surrounded by Idiots: Listen to her phone calls to her henchmen on the show. It's obvious that they're not the brightest people in the world.
- Lampshaded in some of the computer games as Carmen having a preference for hiring idiots.
ContessaA woman who is implied to be wealthy and of noble blood.
- Put on a Bus: She left after Season 1...
- The Bus Came Back: ...but returned in Season 4 with a new look, and stayed for the remainder of the show's run.
- Spell My Name with a "The": Zigzagged. While everyone else simply called her Contessa, Greg had a habit of adding "The" to her name. It makes sense that he'd do it, as contessa is Italian for "countess" instead of being an actual name.
- Villainous Fashion Sense: Her motto on her dossier reads: "I may be a thief, but my taste is impeccable."
- Wicked Cultured
Double TroubleTwin brothers who are identical except for having opposite color schemes; where one is colored black the other is colored white.
- Conjoined Twins: Subverted. Although they may look conjoined at a first glance, some episodes featuring Double Trouble showed them in a scenario where it was obvious that they weren't conjoined.
- No Celebrities Were Harmed: Both of the twins talk like Jack Nicholson.
- Single-Minded Twins: Their description reads: "Two guys, one mind, no shame."
Eartha BruteA female bodybuilder. According to her dossier, she enjoys romance novels.
- The Brute
- Dumb Muscle
- Simpleton Voice
- Woman Child: If this season 5 call toward the winning gumshoe is any indication:Eartha: I thought maybe I'd take some classes while I was in jail, but the warden says they don't have a nursery school.
- You Gotta Have Green Hair
KneemoiA one-armed pink blob from the planet of Roddenberry where they follow a religion centered on plumbing devices. Able to use her nose as a vacuum.
- Alien Arts Are Appreciated: Even Kneemoi's people appreciate the talented basketball player Magic Johnson.
- Amusing Alien
- Shout-Out: To Star Trek, specifically Leonard Nimoy.
- Her home planet's name is also an obvious nod to Gene Roddenberry.
- Starfish Aliens
Patty LarcenyA teenage schoolgirl. Refers to Carmen as "Auntie Carmen." Her name is a pun of "petty larceny."
- Affably Evil: "Nothin' like a polite threat."
- Anti-Villain: Type IV, see below.
- Family Values Villain / Gosh Dang It to Heck!: "Why couldn't they just call it examination heck?"
- Honorary Uncle: Calls Carmen "Auntie Carmen."
- Precocious Crush: Was eventually revealed to have one of these on, of all people, Vic the Slick. In two episodes near the end of the show's run, Patty was shown to have pictures of him in her bedroom.
- Tomboy and Girly Girl: Girly-Girl to Sarah Nade's (the only other teenage girl in the gang) Tomboy.
RobocrookA cyborg criminal and obvious parody of RoboCop.
- Canon Immigrant: He appears with a new design in the 1996 version of the Where in the U.S.A. computer game.
- Evil Sounds Deep
- Robo Speak
Sarah NadeA teenage rock and roll star. Her name is a pun off "serenade."
- Canon Immigrant: She was a character in one of the computer games before appearing on the show.
- Though given that the game in question actually features a Mrs. Sarah Nade, who is supposedly a children's piano teacher with blond hair who moonlights as a punk rocker, and here we have a teenager with a multi-colored mohawk who is only a punk rocker, whether it's really supposed to be the same character is debatable.
- Idol Singer
- Tomboy and Girly Girl: Tomboy to Patty Larceny's (the only other teenage girl in the gang) Girly-Girl.
Top GrungeA filthy biker. He wears aviator sunglasses similar to those worn by Tom Cruise in Top Gun, the movie from which his name is derived.
- Even Bad Men Love Their Mamas: He has a "MOM" tattoo on his arm.
- Evil Smells Bad
- Hates Baths
- The Pig Pen
- Uncleanliness Is Next to Ungodliness
Vic the SlickA sleazy, poorly dressed criminal whose personality can best be described as "used car salesman."
- Casanova Wannabe: His phone-tapped conversations with Carmen often include him making a clumsy pass at her.
- Honest John's Dealership: Has hints of this.
- Impossibly Tacky Clothes: His motto on his dossier reads: "Bad taste is better than no taste at all."
- Rummage Sale Rejects