Five-Man Band/Web Original

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Atop the Fourth Wall

The Hero	Linkara
The Lancer	Iron Liz
The Smart Guy	Pollo
The Big Guy	Harvey Finevoice
Tagalong Kid	90s Kid

A Very Potter Musical

The Hero	Harry (He is the Chosen One but if that wasn't enough he is also an attractive, guitar playing, all around cool guy.)
The Lancer	Draco (Harry's rival, he hates Harry mainly because he is cooler then him and is constantly trying to be cool and failing.)
The Smart Guy	Hermione (The Only Sane Man in the show and is the geekiest.)
The Big Guy	Ron (Has elements of The Lancer too, especially in his Jerkass tendencies in Act 1, but he is very much the muscle of the group.)
The Chick	Ginny (Harry's Love Interest, she does genuinely cares for everyone (even Draco, whom the others can't stand) and inspires Harry when no one else can.)

Decade

The Hero	Decade
The Lancer	Blade
The Smart Guy	Garren
The Big Guy	Chalice
The Chick	Leangle

DC Nation Titans South

The Hero(es)	Scarab and Static
The Lancer(s)	Zachary Zatara, and Speedy when Scarab takes the hero role
The Big Guy	Kid Devil
The Smart Guy	Gear
The Chick(s)	Miss Martian, and Kid Devil to an extent
The Mentor	Raven
The Sixth Ranger(s)	Aquagirl and Captain Marvel Junior

The Freelance Astronauts

The Hero	Maxwell Adams
The Lancer	Ferr
The Smart Guy	Evek
The Big Guy	pipes!

Game Grumps

The Hero	Arin
The Lancer	Barry
The Big Guy	Ross
The Smart Guy	Danny
The Chick	Suzy

It's A Mall World

The Hero	Dean
The Lancer	Evan
The Big Guy	Tracii
The Smart Guy	Taylor
The Chick	Harper

Red vs. Blue At the end of Revelation.

The Hero	Sarge
The Lancer	Tucker
The Big Guy	Grif. For proof, watch him wrestle the Meta's brute shot away in episode 20. If Halo: Reach had the brute shot in it, he likely would keep it into season 9, further solidifying this position.
The Smart Guy	Simmons
The Chick	Caboose and possibly Epsilon. Tex definitely does not belong here...
Sixth Ranger	Washington

The League of Extremely Ordinary Gentlemen

The Hero	Cyrus
The Lancer	Leon
The Smart Guy(s)	Beau, Randy, and Kristin
The Big Guy(s)	Jason and Harris
The Chick(s)	Grant and Cat
Team Mom	Allison
Tagalong Kid	Jason F
Sixth Ranger	Everyone, after Jason

Loading Ready Run In the ninth episode of commodoreHUSTLE, Kate deliberately sets this up with the West Coast Motherlovin' Gs.

The Hero	Kate
The Lancer	James or "The Fixer."
The Big Guy	Bill
The Smart Guy	Jeremy
The Chick	Matt (Who protests his role as "The Girl.")

RWBY

The Hero	Ruby Rose
The Lancer	Weiss Schnee
The Big Guy/The Chick	Yang Xiao Long
The Smart Guy	Blake Belladonna

Spill.com

The Hero	Korey
The Lancer	Leon
The Big Guy	Cyrus
The Smart Guy	Carlyle
The Chick	Edie
Team Pet	Co-Host 3000

Super Stories (The Ultimate Justice Squad)

The Hero	The Captain
The Lancer	Helaron (Unusually, Helaron is not the squad's official second-in-command, but she's been there the longest and has a lot of respect within the group
The Smart Guy	Seer
The Big Guy	Longtooth
The Chick	Mirror (the Captain's official second-in-command)

Survival of the Fittest

The Intrepid Six

The Hero	Adam Dodd
The Lancer / The Smart Guy	Hawley Faust
The (other) Lancer / The Big Guy	David Jackson (while not the largest or strongest, he's the group's primary combat muscle. Mostly because Marcus doesn't do any fighting.)
The (other) Big Guy	Marcus Roddy
The Chick(s)	Madelaine Shirohara and Amanda Jones

S.A.D.D Generation 1

The Hero	Neil Sinclair
The Lancer	Evan Angler
The Big Guy	Nigel Gillespie
The Smart Guy	Ric Chee
The Chick	Braden Marsh

S.A.D.D Generation 2

The Hero	Neil Sinclair
The Big Guy	Corbin Arlen
The Lancer/The Chick	Matt Wittany
The Smart Guy	Khrysta Lawrence
The (other) Chick	Mary McKay

S.A.D.D Generation 3

The Hero	Neil Sinclair
The Big Guy	Corbin Arlen
The Lancer / The Chick	Matt Wittany
The (other) Chick	Mary McKay
The Smart Guy / Sixth Ranger	Dominica Sharpiro

(S.A.D.D Generation 4 was a Magnificent Seven)

Tales of MU

The Hero	Mack
The Lancer	Stef
The Big Guy	Ian
The Smart Guy	Dee
The Chick	Amaranth
Tagalong Kid	Two

Tasakeru

The Heart	Hanami (Could be considered The Chick.)
The Hero	Zero (notable in that he's clearly The Hero but not the main character)
The Lancer	Faun
The Big Guy / The Smart Guy	Ashpaw
Fifth Ranger	Drake

Whateley Universe

The Hero	Chaka, any of the Kimbettes
The Lancer	Lancer and Bladedancer
The Big Guy	Tennyo and Shroud
The Smart Guy	Phase
The Chick	Fey
Heroic Sociopath of Hello Kitty Fury	Generator (also The Chick, despite being not quite physically female)

* Averted in The Saga of Tuck: The Five-Man Band plays actual music and doesn't solve mysteries or fight crime or alien robots. The characters who do (well, no robots) have shifting relationships and more complex types.

Zeldathon

The Hero	Pablo Duffman
The Lancer	Andrey Wyzan
The Big Guy	Rev. Johnny Midnite (a mix between Gentle Giant and Boisterous Bruiser)
The Smart Guy	Julian Bravo
The Heart	Sean Gonzalez
The Chick	Amanda Cesario
Sixth Ranger	Andrew Julian
The Medic	Tina Lasorsa
Team Pet	Loki

Greek Ninja

The Hero	Sasha
The Lancer	Daichi
The Smart Guy	Dawson
The Big Guy	Menelaos
The Chick	Eleonora

Cheat Commandos Adventures

The Hero	Gunhaver
The Lancer	Fightgar
The Smart Guy	Silent Rip
The Big Guy	Crackotage
The Chick	Foxface
Sixth Ranger	Ripberger, Reinforcements, and the Topplegangers
Team Pet	Firebert
Big Good	Flashfight
Sixth Ranger Traitor	Reynold/Scrawnjob