A self-proclaimed "Z-list internet celebrity", Bob Chipman is a video game and movie critic who hosts the shows Escape To The Movies, The Big Picture and Intermission on The Escapist, and The Game Overthinker on his own blog. On The Game Overthinker, Bob plays the titular character, who analyses video games, their culture and industry through in-depth discussions. As more plot-like arcs developed, the Overthinker became an ally to Police Commissioner Bunnyface to deal with video game monsters slipping into the real world and other such villains.
Acting for Two: Bob performs just about every role in the Game Overthinker series aside from the onscreen Commissioner Bunnyface (played by his brother's pet rabbit) though he does the voice acting, and some of the costumed badguys are shared with his brother Chris. Lampshaded in Ask Ivan II.
Advertising Campaigns: The Overthinker flips out when he watches an Activision advert featuring Oliver North, an American war criminal.
Also happened when he watched Nintendo's "I am Not A Gamer" campaign, but it caused him to realise you don't have to be a "gamer" to enjoy video games.
Bob actually launched his own, advertising his book "Super Mario Bros. 3: Brick By Brick" which is essentially a Let's Play in written format of Super Mario Bros. 3.
Berserk Button: He hates what he views as hardcore gamers, the "douchebag" generation introduced with the Playstation (although he likes the console), Xbox Live trolls, Michael Bay, and any movies that do terrible jobs of adapting comic books to the big screen.
Breaking the Fourth Wall: Video game characters and elements begin to do this after the debut of the Anti-Thinker, Bob interacting with familiar faces like the bald guy from Rygar.
Cerebus Syndrome: Some fans feel this way about the change in tone of the Overthinker when the Anti-Thinker plot was introduced, with the satirical story arcs apparently spoiling the seriousness of the Overthinker's topics.
Lampshaded by Bob himself in the form of Strawman.
Channel Hop: ScrewAttack, The Escapist (for his other shows), and most recently Blip. Rounded back to YouTube after it was announced Blip was ditching his show.
Cool Guns: The Overthinker uses a Super Scope and a NES Zapper.
Cool Sword: Forges one from Anti-Metal to combat Pyrothinker and Cryothinker.
Creator Thumbprint: His love for Nintendo, Mario, and retro gaming, habit of calling people he dislikes "douchebags", and his nostalgia for the 1980s.
Dull Surprise: After encountering his evil twin, elemental ninjas, and video game zombies, the appearance of a time traveller from the future and a renegade, apocalyptic robot has little effect on his sense of disbelief. The Omega Thinker lampshades this, and Bob responds with "It's been an interesting couple of months."
Elemental Powers: The Overthinker uses the Fire and Ice Flowers to use fire and ice attacks. He tries using the elemental gems he collects against Robothinker but they fail. These powers come with an Instant Costume Change.
The Exile: Unwillingly depowered and exiled to Wario's Woods by the Anti-Thinker. He trains himself in the wild and battles his nemesis to take back his show.
Fan Boy: Tries to ascend beyond this trope and looks down on the "hardcore gamers" who he perceives as gamers who want games to belong only to them and no change at all. Bob is unabashedly a fanboy of Nintendo and Mario, though he does point out the flaws of both.
Fast-Forward Gag: When it comes to large amounts of exposition that needs to be explained, Bob often resorts to playing a sped-up narration to cram it all in.
Implicit Prison: The Overthinker and Ivan are placed under house arrest by Commissioner Bunnyface and Senator Lieberson.
Killed Off for Real: Died at the hands of the Anti-Thinker but was revived by Princess Rosalina. He was meant to die again by the Anti-Thinker's hand again, but the Omega Thinker averted it by killing the badguy.
Laser Blade: Uses a lightsaber Wii weapon to fight the Anti-Thinker. Turns out to be a dud thanks to Wario.
The Overthinker's intern, his accountant's son, and Fairy Companion. He helps out the Overthinker and may backup his boss' points. He can be witty and bothered by the Overthinker's attitude, but remains dedicated to helping his employer. He finds Navi attractive, despite being an obvious parody of her.
A Day in the Limelight: Episode 76 was a Q&A dedicated to Ivan. Happens again when he becomes the host for Episode 83, teaming up with Dr. Beardo, whilst the Overthinker is fighting his enemies.
Ascended Extra: Appeared initially only in one episode but now serves as secondary protagonist in the Overthinker's story arcs.
Friend on the Force: Possible averted at the end of Episode 85, when Bunnyface and Senator Lieberson's men break into the Overthinker's house to arrest Retrothinker upon realising he was the Necrothinker and more importantly that the Overthinker lied to him.
The Overthinker's Evil Twin, the Anti-Thinker comes from the Antiverse. He banishes the Overthinker to Wario's Woods and temporarily takes over his show. He is sent by his Mysterious Employer to kill the Overthinker, leading to a climatic battle between the two.
Back from the Dead: Revived by the Beast to get revenge on the Overthinker, but he is killed quickly by the Omega Thinker. He has returned again as of Episode 87, he is back and busts Retrothinker out of confinement.
Bad Ass: Defeated the Overthinker and sent him to Wario's Woods within a matter of moments and then took over his show.
Chekhov's Gun: His dollar medal is salvaged by the Overthinker and later forged into the hero's sword.
Fusion Dance: Due to a botched teleportation device used by Dr. Beardo, the two brothers are summoned at the same, fusing together into Plasma Thinker. The Overthinker and his allies have a serious Oh Crap moment.
A 1980s counterpart to the Overthinker who hosted a TV show about video games. Excited to see how the video game industry would evolve in the 21st Century, he became a Human Popsicle until the time was right. However, he was awakened early after Pyrothinker destroyed the Sharkcade and found the future to be terrifying. He is corrupted by the Beast and becomes Necrothinker, who summons an army of undead video game characters to destroy all of modern gaming. He is healed by the Overthinker and becomes his flatmate.
Anti-Villain: As Necrothinker, who is a corrupt Retrothinker refusing to deal with reality and instead resorts to resurrecting zombified forgotten game characters to comfort himself.
Break the Cutie: Outright horrified by the current world and tries to commit suicide until the Overthinker and Ivan stop him. Retrothinker then goes off on his own to see what happened to Sonic the Hedgehog, but probably found Sonic the Hedgehog (2006) judging by his reaction and falls into despair.
Roaring Rampage of Revenge: As Necrothinker, Retrothinker wishes to destroy modern gaming (i.e. first person shooters, mobile games, apps, etc.)
Sealed Good in a Can: Retrothinker is arrested and placed in a Cobalt Corp bunker until the authorities can figure out whether or not he truly destroyed Necrothinker. He is busted out by the Anti-Thinker.
Superpowered Evil Side: At first he is completely consumed by his darkness, but after being saved by the Overthinker, he can transform into the Necrothinker at will using the earth stone.
Supervillain Lair: The Necro Tower, created from the remains of the Sharkcade. Tragically ironic, since Retrothinker recorded his TV show in the building's basement.
Tragic Villain: Froze himself to awaken in a world of wonder, only to find it is a Crapsack World, all of his hopes and dreams of an innovated video game golden age have been dashed, and discovering what became of Sonic leads to his corruption into Necrothinker. Made worse considering he uses long forgotten video game characters as zombies and the Sharkcade ruins as his supervillain base.
A pink-haired man from the future, the Omega Thinker is the Overthinker's descendant and the last in a long line of Omega Thinkers. He was sent to destroy the Anti-Thinker and Robothinker to prevent the annihilation of mankind.
Robothinker is a robot who wiped out mankind in the future. He appears to destroy the Overthinker and Omega Thinker after the timeline is disrupted. He wields the last of the elemental gems, wielding the power of air. He is actually an advanced predator drone developed by Dr. Beardo, but when connected to Xbox Live for simulation training, he gained the mind of an Xbox Live troll and turned evil.
A.I. Is a Crapshoot: Robothinker was created by Dr. Beardo and other US military scientists as a predator drone powered by the air elemental gem. The military then get the idea to hook Robothinker up to Xbox Live to practice millions of simulations based on first person shooter games. Robothinker becomes obsessed with getting high scores, and begins to attack military bases. Stealth bombers destroy his drone body, but he rebuilds himself a new body, reconnects himself to Xbox Live and goes Skynet on the world, bringing about the end of mankind.
Artificial Human: Subverted. He is actually a super-intelligent US military predator drone powered by the air elemental gem. He rebuilt his body to a humanoid shape.
A Ninja who is the US Senator of Boston and Massachusetts. He is of the Retsudoki ninja clan and is apparently a master of ninjutsu. Another ally to the Overthinker, who supported Lieberson in his campaign.
Corrupt Politician: Accused of being in league with Pyrothinker by the press. Becomes an Obstructive Bureaucrat as of Episode 89, forming a ninja-based parody of the American Tea Party to shut down gaming in the country. Turns out to be The Dragon for the Ultra Thinker.
Bob's brother who acts as his cameraman. He has a minor onscreen role in the Anti-Thinker arc when he is sent to explore Wario's Woods but is attacked by the Anti-Thinker.
Butt Monkey: Sent to Wario's Woods by his brother and then spends the next three months recording him with Bob not even noticing his presence. Chris calls Bob out on this and Bob immediately apologises.
A bald wise man from Rygar who gives the Overthinker the motivation to battle the Anti-Thinker, and gives him a lightsaber Wii Remote as a weapon. Turns out to be Wario in disguise and the ruler of Wario's Woods.
Fanboy: Revealed to play the Mario games and geeks out when the Overthinker mentions the Tanuki suit was making a comeback. He also makes a reference to the old man in the original Legend of Zelda game.
Jerk Ass: Apparently doesn't want to be on the show nor does he think he has any nostalgic value for the Overthinker. And he gets really ticked off when the Overthinker makes a reference to Doctor Who.