* ''Anime/DotHackSign'': Tsukasa (the Cynic), Mimiru (the Optimist), Bear (the Realist), BT (the Apathetic), and Subaru (the Conflicted).
* ''LightNovel/{{Bakemonogatari}}'': Araragi (the Optimist), Senjogahara (the Cynic), Oshino (the Realist), Kanbaru (the Apathetic) and Hanekawa (the Conflicted, [[spoiler:but goes Cynical when she becomes black!Hanekawa]]).
* ''{{Beyblade}}'': Kai (the Cynic), Max (the Optimist), Ray (the Realist), and Tyson (the Apathetic).
* ''Manga/BlackLagoon'': Revy (the Cynic), Rock (the Optimist), Dutch (the Realist), Benny (the Apathetic).
** A subversion later on, as all four of them are or become Cynics.
* ''Manhwa/CielTheLastAutumnStory'': Yvienne (the Apathetic), Lariatte (the Realist), Daughter (the Cynic), and January (the Optimist).
* ''Anime/CodeGeass''
** The Cynic: Lelouch
** The Optimist (later Conflicted): Suzaku
** The Realist: Kallen
** The Apathetic: C.C.
* ''Anime/CowboyBebop'': Faye (the Cynic), Spike (the Optimist), Jet (the Realist), and Ed (the Apathetic).
* ''DGrayMan'''s four main characters: Allen (the Optimist), Kanda (the Cynic), Lenalee (the Realist), Lavi (the Apathetic, or at least tries to be).
* From Manga/DeathNote: Light Yagami (the Cynic), Misa Amane (the Optimist), L (the Realist), and Ryuk (the Apathetic).
* ''Anime/DigimonAdventure'':
** The Optimist: TK, being too innocent to know how bad things can get.
** The Realist: Izzy, too smart for blind optimism.
** The Cynic: Joe, who expects everything to go wrong; the dub team took the opportunity to make him a SicklyNeuroticGeek.
** The Apathetic: Mimi, who is uncomfortable and wants to go home ''now'', the fate of two worlds be damned.
* ''Anime/DigimonAdventure02'': TK (the Realist), Davis (the Optimist), Kari (the Realist), Yolei (Optimist & Conflicted hybrid), Cody (Cynic & Conflicted hybrid), and Ken checks in as the Realist.
** ''Anime/DigimonTamers'' has Takato (the Optimist), Rika (the Cynic), Henry (the Realist), Kenta and Kazu (the Apathetics), and Jeri rotating between Conflicted and Optimist, not sure where Ryu or Suzie fit in.
** ''Anime/DigimonFrontier'' also gives us Takuya (the Realist), Koji (the Cynic), Zoe (the Optimist), JP (the Apathetic), and Tommy and Koichi (both the Conflicted).
* ''DragonBallZ'' (Namek Saga): Bulma (the Cynic), Gohan (the Optimist), Krillin (the Realist), and Vegeta (the Apathetic).
** (Cell Saga): Android 18 (the Cynic), Goku (the Idealist), Android 16 and Future Trunks (the Realists), Vegeta (the Apathetic), and Krillin can be snuck in as Conflicted.
* ''{{Durarara}}'':
** Optimist: Celty, Mikado.
** Cynic: Shizuo, Masaomi, Namie.
** Realist: Kadota.
** Apathetic: Izaya, Shinra.
** Conflicted: Anri.
* ''Manga/FairyTail'': Grey (the Cynic), Natsu (the Optimist), Erza (the Realist), Happy (the Apathetic), and Lucy (the Conflicted).
* ''Manga/FullmetalAlchemist'': Roy (the Cynic), Al (the Optimist), Riza (the Realist), Ed and Winry (the Conflicted), and Hohenheim, Scar, May Chang and the second Greed (the Apathetics).
* From ''GundamSeedDestiny'': Shinn (the Optimist), Rey (the Realist), Lunamaria (the Apathetic), and Athrun (the Cynic).
* From ''HanasakuIroha'': Minko (the Cynic), Ohana (the Optimist), Nako (the Realist), and Yuina (the Apathetic).
* ''{{Hellsing}}'': Pip (the Cynic), Seras (the Optimist), Integra and Walter (the twin Realists), and Alucard (the Apathetic).
* ''Manga/KotouraSan'' uses all 5 Philosophies.
** Haruka Kotoura: The Conflicted UpToEleven; She fits every part of the description almost too well.
** Yoshihisa Manabe: The Optimist; cheerful guy with a passion to protect Haruka (his girlfriend) and sees many things in a very unusual, yet loving way.
** Hiyori Moritani: The Cynic; very rough and antagonistic with huge vices for things and people that don't sit well with her, doesn't play by the rules, and is sometimes thuggish.
** Yuriko Mifune: The Realist; grounded in facts and is unconventional in utilizing them, cares about her goal and eventually learns to care about the people around her, and open to possibilities.
** Daiichi Muruto: The Apathetic; consistently neutral outlook, doesn't show biases, often aloof and on the sidelines, plays along but is more of an observer.
* ''Anime/LuckyStar'': Tsukasa (the Optimist), Kagami (the Cynic), Miyuki (the Realist) and Konata (the Apathetic).
* ''Characters/LupinIII'': Because Goemon and Jigen trust Lupin so much, we rarely see all the characters together demonstrating the conflict. Usually it's just the two of them sniping at each other when Lupin is absent.
** The Cynic: Jigen is a soured realist whose hazy past is best left unspoken.
** The Optimist: Goemon is often contrasted with the other men by his naivety.
** The Realist: Lupin is generally able to figure out some way to do things that no one else had been able to think of. This trait, as well as his ability to balance the cynicism and optimism, is what keeps his allies around.
** The Apathetic: Fujiko has probably already betrayed the group at this point, and about to beg Lupin to forgive her. Even the Optimist knows she'll betray them again.
* ''TheMelancholyOfHaruhiSuzumiya'' has Haruhi (the Optimist), Yuki (the Realist), Kyon (the Cynic), Itsuki (the Apathetic), and Mikuru (the Conflicted).
* ''MobileSuitGundam00'': Setsuna (the Realist), Lockon (the Apathetic), Alleujiah (the Optimist), and Tieria (the Cynic).
* ''Manga/{{Naruto}}'': Sasuke (the Cynic), Naruto (the Optimist), Kakashi (the Realist), and Sakura (the Apathetic).
** A later incarnation of the team: Sai (the Cynic), Naruto (the Optimist), Yamato/Kakashi (as joint Realists) and Sakura showing definite Conflicted tendencies.
** Other teams get in on it too
*** ''Squad 8'': Shino (the Cynic), Kiba (the Optimist), Kurenai (the Realist), Hinata (the Apathetic).
*** ''Squad 10'': Shikamaru (the Cynic), Ino (the Optimist), Asuma (the Realist), and Choji (the Conflicted, or another Realist).
*** ''Team Gai'': Neji (the Cynic), Lee (the Optimist), Gai (the Realist), and Tenten (the Apathetic).
*** ''Team Kakashi Gaiden'': Kakashi (the Cynic), Obito (the Optimist), Minato (the Realist), Rin (the Conflicted).
* ''Anime/NeonGenesisEvangelion'':
** Cynic: Ritsuko, Gendo
** Optimist: Misato, Asuka
** Realist: Kaji
** Apathetic: Rei, Kaworu
** Conflicted: Shinji
* ''OnePiece'': right at the beginning when there were only 4 members, it was Usopp (the Cynic), Luffy (the Optimist), Zoro (the Realist), and Nami (the Apathetic).
* ''Anime/PrincessTutu'', Kraehe (the Cynic), Princess Tutu (the Optimist), Fakir (the Realist), Mytho (the Apathetic or Conflicted).
* ''Anime/PuellaMagiMadokaMagica'': Kyoko/Homura (the Cynics), Mami Tomoe (the Realist), Madoka is mostly the Conflicted (or Idealist when she is magical girl), Sayaka (the Optimist), and Kyuubey (the Apathetic).
* ''RurouniKenshin'' manages to have the main characters fulfill all the roles at different times: Kaoru (the Optimist), Kenshin (the Realist), Yahiko (the Cynic), and Sanosuke and Megumi (the Apathetics). Yet frequently, Sano (Cynic), Megumi and Yahiko (Realists), and Kenshin (Optimist). Kaoru, Kenshin, and Megumi all show signs of the conflicted as well.
** When others join the main cast: Saito (the Cynic), Misao (the Optimist), and Aoshi (the Apathetic).
* ''Manga/{{Saiyuki}}'' has Sanzo (the Cynic), Goku (the Optimist), Hakkai (the Realist), and Gojyo (the Apathetic).
* ''SayonaraZetsubouSensei'': Nozumo (the Cynic) and Kafuka (the Optimist).
* ''{{Slayers}}'':
** Lina: The Realist
** Gourry: The Apathetic
** Zelgadis: The Cynic
** Amelia: The Optimist
** Luke and Millina, Zelgadis and Amelia's replacements in the [[LightNovel original book series]], are both the Apathetic.
* ''TengenToppaGurrenLagann'' (Early episodes): Simon (the Cynic), Kamina (the Optimist), Yoko (the Realist), Leeron (the Apathetic).
** Later it becomes: Simon (the Cynic), Nia (the Optimist), Yoko (the Realist), Leeron (the Apathetic).
** At the beginning of season 2 is was: Rossiu (the Cynic, Kittan (the Optimist), Simon (the Realist), and Viral (the Apathetic); then it turned into Gimy (the Cynic), Simon/Kittan (the Optimist), Leeron/Yoko (the Realist) and Lordgenome (the Apathetic). Maybe.
* TokyoMajin: Koyuichi (the Cynic), Aoi (the Optimist), Kisaragi (the Realist), Tatsuma (the Apathetic) and Daigo with Sakurai (the Conflicted)
* ''{{Trigun}}'': Wolfwood as Cynic, Vash as Idealist, Meryl as Realist, Milly as Apathetic or Conflicted.
* ''TsubasaReservoirChronicle'': Kurogane (the Cynic), Sakura (the Optimist), Syaoran (the Realist), Fay (the Apathetic), and Mokona (the Conflicted).
* ''WeissKreuz'': Aya (the Cynic), Ken (the Optimist), Yoji (starts off the Realist; becomes the Conflicted), and Omi (starts off the Conflicted; becomes the Realist).
* ''WolfsRain'': Kiba (the Realist), Tsume (the Cynic), Hige (the Apathetic), and Toboe (the Optimist).
** The Humans make up another four as well: Darcia (the Cynic), Cher (the Optimist), Hubb (the Realist), and Quent (the Apathetic).
* ''Manga/YuYuHakusho:'' Hiei (the Cynic), Kuwabara (the Optimist), Yusuke (the Realist, though sometimes a lighter Cynic), and Kurama (the Apathetic).
* [[{{Zoids}} Zoids New Century Zero:]] Bit (Optimist), Brad (Cynic), Jamie (Realist), and Leena (Apathetic).
----