Xanatos Speed Chess

"This is how Vetinari thinks, his soul exulted. Plans can break down. You cannot plan the future. Only presumptuous fools plan. The wise man steers."

- Cosmo Lavish, Making Money

Some characters have an amazing gift not only for convoluted plans but for revising them whenever new circumstances arise. And then pulling it off. Even a Gambit Pileup does not prevent this character from working around it to success.

While the plots can be as complex as a Gambit Roulette -- or at least end up that way -- they tend to function rather differently. The plotting character tends to be more The Trickster than The Chessmaster. We usually follow, if not the plotter himself, then characters near him, so we can see his continual and brilliant improvisations. This is also likely to be pulled off by heroes, rather than villains -- one reason why it is likely to succeed. The other is that the plot is always teetering at the edge of failure, making its success more dramatic.

Not all people who attempt Xanatos Speed Chess can pull it off. Closely related to the Indy Ploy, which has simpler goals like "escape" or sometimes "hope for the best," but in this case, the plan is still in operation, just modified to fit new situations. Xanatos Speed Chess players build in the need for such flexibility in advance. Contrast the Gambit Roulette, where the planner incorporates events that he would have no way of foreseeing into his plans - they rely on chance as much as on brilliance. Also contrast the Clock King, a consummate planner who is rarely good at this at all. If prophecy, time travel, or being able to see the future are involved, may escalate to Scry vs. Scry.

Xanatos Speed Chess is one of the defining marks of the Magnificent Bastard.

Compare Indy Ploy, which is similar; the distinction here is that Xanatos Speed Chess involves changing an existing plan quickly, while an Indy Ploy involves there being no plan whatsoever.

Anime & Manga

 * from Digimon Savers seemed to be very good at this, often losing individual battles to the heroes (after nearly defeating them to begin with) but always having some sort of backup plan that would ensure his ultimate victory.
 * Attempted and failed by Zao in Sandland.
 * Light Yagami from Death Note, when things first started to get out of hand. It didn't last. Misa forced more Speed Chess on him than anyone else, sometimes by being smarter than he expected but usually by being impulsive. Before long, however, Light could flawlessly predict even her actions.
 * L was also good at Speed Chess, but not as good as Light. A major unexpected twist once left L at a loss for weeks, although arguably this was simply due to not knowing all the details of Kira's power.
 * Near and Mello are also masters of this trope. The entire series can be summed up as Xanatos Speed Chess on crack.
 * L's final gambit may well have been him having Near and Mello into it and bringing Kira down with their combined actions, since he knew he couldn't do it himself.
 * Lelouch Lamperouge from Code Geass does this out of necessity, because the writers just love screwing all of his plans by unexpected events that no sane person would ever consider. He turned the tables when pitted against the Britannian military and right after losing  and a large part of his army.
 * Lampshaded with the fact that he can play real chess very well.
 * According to Gundam 00's World Report Book,  seems to operate in this manner, allowing for deviations to the original plan that are caused by unknown factors, if it manages to be in line with the same end result.
 * Well, since
 * Bleach's  Big Bad "Grandmaster" Aizen. At first everything was All According to Plan until Ichigo first arrived in Soul Society and quickly proved to be a Spanner in The Works by being far more successful than he'd planned for. He had to make a number of changes to his plan before ultimately being forced to walk up and take what he wanted by force.
 * Of course, he claims it was ALL according to plan.
 * Detective Conan has a fair amount of it, especially whenever Conan's directly up against the Black Ops and needs to not get killed.
 * Marshall D. Teach of One Piece, also known as "Blackbeard", appears to have a fully-formed plan in mind with which to reach the top of the pirate world. Despite a reckless streak, he has shown himself to be highly adept at taking advantage of unexpected opportunities to progress this plan and acting quickly when something appears to threaten it.
 * It is difficult to know how much of Akagi's playing is this and how much he actually plans out. In any case, he's a Magnificent Bastard.
 * Keima Katsuragi from The World God Only Knows has a knack for this, frequently adapting his plans in response to events, no matter how unexpected.
 * of Naruto ends up sliding into this category by default. His attempts at gambits and roulette have a tendency to fall apart, allowing him to only make small amounts of progress with each ploy.
 * In a filler episode, Shikamaru plays this straight against the Villain of the Week. Even though he already had most of his plans laid out beforehand, the reason why it goes here is because there was a particular hitch in the plan but he manages to pull it off by making a small gamble.
 * Toua Tokuchi is the Anti Hero / Magnificent Bastard / Chessmaster protagonist of One Outs who plays Xanatos Speed Chess just as successfully as he does Gambit Roulette.
 * Desert Punk the main charachter modus operandi is trickery and traps, as seen in the hostage rescue episode he forms a complex number of backup plans, flips between them on the fly and always ends up with his opponent caught in one of his traps even if not in the way originally planned. Beaten at his own game when after turning to the dark and on the cusp of victory his apprentice maneouvers him into her own pre-planned trap.
 * Being a Complete Monster and a Magnificent Bastard, Johan Liebert is able to change his plans on a whim. Because of this, his plans almost always work out...
 * Why Hanbe from Sengoku Basara is considered a genius: he has a plan for every possible outcome.

Comic Books

 * Reformed Flash villain Trickster, being blackmailed by another villain to steal a relic from a museum, set up an elaborate plot to convince that villain to leave him alone. When Impulse confronted him with the fact that a museum employee was being unjustly blamed for the theft, Trickster adapted the plan to ensure that the employee appeared a hero, saving his job by getting him to catch the crooks, even though the relic was lost. (Trickster took the opportunity to return it to the church he had stolen it from. Told you he had reformed.)
 * At the end of Incredible Hercules's "Sacred Invasion", Athena's plan has the unexpected consequence of putting deicidal supervillain Amatsu-Mikaboshi in command of an army of hundreds of intergalactic slave-gods. This is good news, apparently.
 * Sleeper (along with its prequel Point Blank) by Ed Brubaker and Sean Phillips is pretty much built out of this trope, with Tao and Lynch using ever more convoluted plans to entrap each other and manipulate Double Agent Holden (who has plans of his own).
 * Marvel's Loki and his spiritual twin Dr. Doom are both masters of this trope and employee it regularly. Loki uses it more due to his preference for indirect manipulation and lies.

Film
"I can tell you the license plate numbers of all six cars outside. I can tell you that our waitress is left-handed and the guy sitting up at the counter weighs two hundred fifteen pounds...I know the best place to look for a gun is the cab of the gray truck outside, and at this altitude, I can run flat out for a half mile before my hands start shaking. Now why would I know that?"
 * The eponymous Jason Bourne of The Bourne Series is a good speed chess player, as shown here:

"If you were in your office we would be having this conversation face-to-face."
 * In The Bourne Ultimatum (he gets better at this with each film,) he has several Xanatos Speed Chess triumphs, one of the more Oh Shnap of which culminating in

"Do you think he plans it out ahead of time, or just makes it up as he goes along?"
 * In the ironically-named A Perfect Murder, Michael Douglas' relatively simple plot to arrange for his cheating wife to be killed by her lover is quickly derailed when . The rest of the film consists of his ever-more-complex game of Xanatos Speed Chess against the wife, her lover, and the cops, as he attempts to bump her off, tie up a proliferating number of loose ends, and keep the police in the dark about it all.
 * This was a remake of Dial M for Murder, in which the husband was so good that his hastily-improvised new plot was arguably a better way of getting rid of his wife than the murder.
 * Daniel Ocean's crew in the Ocean's Eleven series are surprisingly adept at this.
 * Naturally, they continue this in Ocean's Thirteen, particularly with The Cartwheel by Basher. They attempt this in Ocean's Twelve as well, but they fail.
 * Despite his protestation to the contrary, The Joker in The Dark Knight plays a mean game. His Evil Plan (Some say Gambit Roulette, ) wasn't about any specific goal, just to prove that the soul of Gotham was irredeemable. First that involved killing Batman (didn't care), then discrediting him (no fun), then exposing him (got bored), and finally,
 * Although, it's arguable that he isn't playing Xanatos Speed Chess at all, seeing as he clearly plans for everything. He makes advance preparations, then watches what plan everyone follows.
 * The female protagonists in Bound plan out a complex con that quickly goes off its rails when their victim reacts unexpectedly, forcing them to improvise new strategies on the fly.
 * Pirates of the Caribbean is extremely fond of speed chess, as the characters learn quickly that no one in the cast can be trusted. A trickster's plans are often derailed by some Spanner in The Works, forcing them into countless on-the-fly renegotiations.


 * Cutler Beckett, though, is arrogant enough that he thinks he doesn't need to do this, relying solely on his schemes as he originally conceived them. He's wrong, and the aggregate chess games of Jack Sparrow, Barbossa, Calypso, Will, and even to an extent Davy Jones all come around and bite him hard.
 * Jack, in particular, is an absolute master of the game. The reason everyone thinks he's mad? He's playing multiple games at double speed. He looks crazy because no one else can keep up.
 * If anyone might be considered a Xanatos Speed Chess grand master, it would be James Bond. None of his plans go off without a ton of snags, but he's always able to come out on top in the end, using every means at his disposal and in general having a feel for what his adversaries and allies might end up doing at any given moment.
 * In Licence to Kill, Bond's assassination attempt against Franz Sanchez fails, however he gets Sanchez to think that one of his associates arranged the attempt, and Sanchez has him brutally executed, getting Bond a place inside his circle.
 * Basically the point of Millers Crossing. Depending on your interpretation though, it could be a Gambit Roulette.
 * Walter Burns in His Girl Friday. He's ALWAYS got a plan. Really, the only thing keeping him from being a (relatively nice) Magnificent Bastard is that he's so easy to see through.
 * Emperor Palpatine from Star Wars is already notorious as a master of the Xanatos Gambit... so much that people now assume every single aspect of the series is his doing, and all went as planned (except dying). They forget that most of The Phantom Menace has him quickly changing his game plan, either because he overestimated the heroes or because X-factors kept popping up. He ends up getting what he wanted, but Word of God says there were enough setbacks that he had to wait a decade to get the ball rolling on the next big step in his plan, including the loss of an apprentice. That he was able to take one of those X-factors and befriend him early so he could turn him into a replacement apprentice is testament to his speed-chess abilities.
 * Except that it's eventually revealed that Palpatine did, in fact, plan every aspect of the events that transpired in The Phantom Menace, including knowing ahead of time that Maul would die.
 * Actually, only Maul's death was truly according to plan. The Jedi being sent to deal with the Trade Federation, as well as Amidala's arrival on Naboo, were not part of his plans according to supplementary materials (Valorum consulted the Jedi without informing the Senate first, and the last one he was fully intending on Maul retrieving Amidala). In fact, his original plans (ie, the plans he had before Amidala arrived on Coruscant) were that he'd actually manipulate the factors of the invasion so that he and his agents would create turmoil, draw it out for months or even years, and cause enough pressure to cow the senate into electing him. His actions after Amidala arrived were more improvised on his part than truly part of his plan.
 * Plus, he and Banking Clan big shot Hego Damask (alias Darth Plagueis) meant for Amidala to be a martyr. And there was a nine-year-old hydrospanner in the works as a side effect of Plagueis' experiments.
 * Jerry Lundegaard finds himself in a game of this, and is not very good at it, but never gives up.
 * One can assume that the core extraction team of Cobb, Arthur, and Eames are exceptionally good at this. Going into a marks subconscious has to be a tricky prospect no matter how much is planned out ahead of time.
 * This turns out to be an unexpected forte of bank teller Miles Cullen in The Silent Partner.
 * Hoffman in Saw VI and 3D proves to be a master at this. Every time one of his plans disintegrates he improvises a new, better, plan within roughly 10 seconds. It's fun to watch.
 * Kimble vs. Gerard in The Fugitive, particularly towards the end, as Kimble goes from trying to evade Gerard to realizing that he needs him on his side. So when Kimble finally finds the man who killed his wife, he deliberately lets Gerard trace him there (escaping before he arrives, of course), knowing that Gerard (who has already begun to suspect that Kimble is innocent) will start putting things together. To top it off, both men soon realize the extent of the conspiracy surrounding Kimble and how it was masterminded by, leading Gerard to race to find Kimble not to arrest him, but to protect him from the police and prevent him from committing murder for real in order to avenge his wife.
 * Riff and her friend are forced into this in Rock and Roll High School after Miss Togar's henchmen steal their tickets on her orders. They win when a Spanner in The Works blasts a free ticket giveaway by chance and they participate in a Gambit Roulette and get both tickets.
 * The main character in The Next Three Days managed to pull of strings of Batman Gambits in order to break his wife out of prison and escape American authorities. However, there were many factors which throws off his plans out of either unforeseen circumstances or miscalculations on his part. This includes: . Despite all that, he still managed to pull off his plan by lots and lots of improvisation.
 * Porter from Payback continually sees complications come up in his simple plan to track down his backstabbing ex-partner and get back the share of his money from the last job they pulled together. He adapts to circumstances and finds new ways to persevere, probably best exemplified when.
 * Josh and his crew from Tower Heist (an Affectionate Parody of heist films like Ocean's Eleven) start out with a plan, but when things go south Josh proves himself a master of this trope.
 * Details from the beginning of the The Lion King strongly imply that Scar's initial plan was to have Simba killed only, so he'd remove competition for the throne. It wasn't until the hyenas failure to kill Simba due to Mufasa's interference, as well as Banzai's sardonic question of whether Scar should kill Mufasa to get the throne that Scar even considered the idea of murdering Mufasa in the first place.

Literature
"The tactic he needed clicked into Wedge's mind. In the span of a second, he evaluated it, tested it for major weaknesses, dismissed the weaknesses as irrelevant because of the Yuuzhan Vong's current state of confusion, and decided that he could probably use the tactic again - once - at a later time."
 * Various Illuminati in Duumvirate are so good at this it's impossible to know whether or not they planned everything out in advance.
 * The Kushiels Legacy series by Jacqueline Carey, though to be fair, Phèdre seems to wind up playing speed chess against Melisande.
 * Grand Admiral Thrawn. Of course. He was tripped up by some unforeseen elements coming together at once, and his initial backup plan in case of death was also thwarted, but damn if he didn't adapt when he could see it.
 * Also, his three would-be successors in the two-book series Hand of Thrawn, who are sometimes frantic in their behind-the-scenes efforts to maintain the illusion that Thrawn has returned. Thrawn's student Pellaeon demonstrates it too.
 * There is a set of four short stories, collectively a novella, where Timothy Zahn and Michael Stackpole collaborated. In very, very short it involved Thrawn going in disguise, reporting a Rebel meeting near the home of a criminal who supported someone that Vader hated but wasn't allowed to interfere with, and calling down the nearest Imperial forces. He ended up working a pair of planetary policemen into that plan, getting them in through a convoluted scheme and letting them arrest the man. We never, ever get to see his thoughts, but at the end he confesses to a trusted subordinate that he hadn't known about the policemen, but when he saw them and determined they were after that criminal, it was too good an opportunity to miss.
 * In Outbound Flight, Thrawn's plan is to destroy the Vagaari threat, and he uses all the new species and technology and ships he encounters for the first time over the course of the book to do so. All of them. Humans, a stolen gravity-well generator, Neimodians, droids, the Trade Federation, Darth Sidious, Outbound Flight, Jedi... all of them. Magnificent.
 * The Lies of Locke Lamora
 * Jeeves of PG Wodehouse's Jeeves and Wooster pulled this off once or twice, when his first plans failed.
 * The modus operandi of Havelock Vetinari in the Discworld books, especially later in the series.
 * Moist von Lipwig is also quite adept at this.
 * Many arguments have been waged among A Song of Ice and Fire fans about whether resident Magnificent Bastard Petyr "Littlefinger" Baelish makes it up as he goes or has it all planned in advance. It can be argued that Littlefinger's equal parts The Chessmaster and The Trickster, with speed chess as his true forte.
 * Littlefinger himself believes (or at least would have others believe) that it is this trope; he claims that one of his favourite tactics is to simply create chaos and then trust his own ability to sense opportunities on the fly whilst everyone else is reeling from having their careful plans disrupted by Spanners in the Works.
 * In Lois McMaster Bujold's The Vor Game, the Big Bad makes up about four or five new plans in a single day as Miles tries to counter them and new chances arise. She even uses her old plans as pawns in her new plans.
 * Miles learns a valuable lesson here, and in subsequent books he is shown to be a great player.
 * In Shogun Toranaga and Ishido do it through the whole book. Ishido seems to be better at it, as during much of the second half Toranaga mainly just goes through desperate attempts to buy more time and needs the help of several others to figure out how to counter Ishido's latest move.
 * From Honor Harrington:
 * Victor Cachat specializes in these kinds of plays, usually with only a general plan to guide his decisions.
 * The Mesan Alignment (and Albrecht Detweiler in particular) is playing its own game of Xanatos Chess, albeit on a much slower time scale. Just how successful they are remains to be seen.
 * In Ben Counter's Warhammer 40000 Horus Heresy novel Galaxy In Flames, when Angron attacks the, Horus (after being angry with himself for not predicting it) considers including him in the strike and so being rid of a dangerous ally. But he reminds his advisors of how he never lost, because he always managed to turn everything that happened in victory. He could bomb and take Angron out, or he could adapt his plan to use it and make a still more glorious victory.
 * Big Bad Ublaz Mad Eyes and Starscream Rasconza play this in Pearls of Lutra.
 * Trying to get someone else framed for a crime, especially for attempted murder, is probably harder than committing the crime itself, so I think we can forgive the culprit in The Missing Clue, the last of the Usborne Whodunnits series for younger readers, for ultimately failing. But boy could he think on his feet. Being the screenwriter for a popular soap opera, he managed to frame his target not just once but, failing that, made a second fresh attempt within a single day while only touching the weapons once. With the series of arrests this triggers, he's then forced to not just make his third attempt - framing a third person by getting them to murder his target on live TV - but to write up an entirely new script in the same period of time. That's diligence.
 * The Denarians in The Dresden Files are rather distressingly good at this. However, Harry's getting progressively better and better at it as well, meaning he can still crash their plans despite now being factored into them.
 * Debatable. Its been noted that, with the exception of Nicodemus, the Denarians immortality and massive experience lend themselves greatly to their ability to plan but makes them horrible at improvisation.
 * Arsene Lupin in the second and third canonical Crossovers with Sherlock Holmes read like this. In the second crossover, The Blonde Phantom, Holmes
 * Artemis Fowl: the Time Paradox is essentially a game of Xanatos Speed Chess between and Artemis, with  added in to make it a bit more interesting.
 * As noted in the quotes section, Senna Wales of Everworld is an absolute master of this trope. See her entry in Out Gambitted for the most triumphant example.
 * David from Animorphs plays a mean game too, which is only appropriate as Senna is his Expy. It takes him being saddled with the Villain Ball before the Animorphs are able to defeat him.
 * Neuromancer - the AI Wintermute describes himself this way: "I try to plan, in your sense of the word, but that isn't my basic mode, really. I improvise. It's my greatest talent. I prefer situations to plans, you see..." The plot of the book never makes a big point of this, though: when Molly decides to take a detour and when, he doesn't manage to stop them.
 * Moraine Damodred never has trouble manipulating everyone around her even when they are ta'veren, aware she is manipulating them, and finding new friends. When she ADMITS she is manipulating them they only seem more compliant. The best example has to be when she goes through the door to find out about her needing to die to save the hero but wait!!!
 * Crowley from Good Omens pulls this when two Dukes of Hell are sent to . After Crowley's Plan A works on only one of his foes, he turns to Plan B, which fails in record time. Time for Plan C! ...Unfortunately, there is no Plan C. He comes up with Plan C on the fly, which boils down to tricking the Duke, Hastur, into . The result? Hastur . Doubles as a Crowning Moment of Awesome for Crowley.
 * Phaethon from John C Wright's The Golden Age starts off with a straightforward plan, which unfortunately Didn't See That Coming. Fortunately, he's also an engineer and believes in triple redundancy. The rest of the book is basically him working down the Xanatos index one by one.
 * Duke Vincentio in Shakespeare's play Measure for Measure pulls this off. After his initial plan to rescue Claudio fails, he changes tack to a brand new strategy almost immediately.
 * The Martians from The War of the Worlds were good at this; when the British army and their artillery took down a tripod, the Martians understood that they had underestimated the humans' determination and strength in numbers and from then on used poison gas to clear new territory before they walked in with the tripods. Later, as there are no seas on Mars, the Martians had no idea how to battle the HMS Thunder Child of the British Navy and attempted to sink it with both gas and heat rays. They destroyed the ship, but not before it took two tripods with it and defended the escaping refugee vessels. After the battle, it's hinted that the Martians began to develop a sort of air force to combat the human navies. However, the Martians lacked any backup plan against the earthly diseases that eventually killed them.
 * In the New Jedi Order, General Wedge Antilles proves to have some skill at this on Borleias. He's trying to strategically lose to fool the Vong forces, while keeping his own as intact as possible, when the Lusankya and the Millenium Falcon come into system in exactly the wrong time and place. He couldn't let those be destroyed, so he has to rearrange forces that were in retreat to rescue them, while still preserving as much of his fleet as possible. And he does, and it is awesome.


 * The downside of course is that he ends up winning despite trying to lose, which turns into a Springtime for Hitler situation when the enemy then sends a much smarter commander to oppose him. (For those wondering, he fooled and out-strategized that one too.)
 * In any Culture novel you'll find varied experts at every version of gambit, especially with some of the Minds, standout examples of of The Chessmaster. However, in Xanatos Speed Chess specifically, awards go to Player Of Games (where the protagonist ), Use Of Weapons (where the protagonist lives on this trope (usually literally his own survival)), and Excession (where the Interesting Times Gang are long-time veterans of Xanatos Speed Chess and have elevated it to an artform).
 * Wilkie Collins seems to have been fond of this trope; Lydia Gwilt in Armadale and Captain Wragge in No Name are both excellent Xanatos Speed Chess players.
 * Common in the Dream Park novels, especially The California Voodoo Game.
 * While Belisarius demonstrates an awe-inspiring level of long-term strategic planning (several of the characters realize that he'd set up the endgame of the war several years,and five books, before, ahead of it actually starting), on a tactical level he's constantly improvising on the fly and leaving everyone in the dust.
 * Shift the ape, the villain of the final The Chronicles of Narnia book The Last Battle, is very good at adjusting his plans in seconds. When a Bolt of Divine Retribution strikes nearby after he and Bumbling Sidekick Puzzle think up a plan to pass himself off as a false Aslan, Shift claims it is a sign of divine approval for their deceptive plan. When a lamb protests allying with the Calormens because they worship the evil Tash, Shift just rebukes him and tells him Aslan and Tash are the same being. When Puzzle is captured and Tirian the king plans to reveal him as the false Aslan, Shift does their job for them by spreading the word about it but blaming Tirian for being the one to deceive everyone.
 * Frederick Forsyth often has his characters doing this, and sometimes at the end (especially the Devil's Alternative) they find out that they were being used in the Speed Chess of someone at a higher level than them.
 * Tavi from The Codex Alera by Jim Butcher is an exemplar of this trope. In book five, across the ocean from his home continent, surrounded by anthropomorphic wolves who easily outclass him, he plays a game of Xanatos Speed Chess with limited resources against a villain who has hundreds of thousands of extremely powerful fodder. AND WINS.

Live Action TV
""I think Ben has a lot of layers of plans, but I think we're way off the main stem of anything that works for him. I mean, Ben's doing like moment-to-moment scrambling now.""
 * The Doctor from Doctor Who is a renowned master of the Indy Ploy. However, on those rare occasions where he actually has a semblance of a plan, if things go awry he'll tend to only pause momentarily in shock before dashing off to salvage victory regardless. The Seventh Doctor, who always had a plan, did this more often than not (including at least one long, drawn-out game with an Ancient Evil from the Dawn of Time).
 * The Master has his own knack for turning bad situations to his advantage - witness in 'Logopolis'.
 * And in the first part of "The End of Time",.
 * Unfortunately for him,
 * The fifth season of the revived series ended with not one, but two, quite brilliant examples by the Doctor himself..
 * In "The Invasion of Time", the Doctor succeeds in spite of learning the people he was foiling were only the facade.
 * Not so much in spite of - it's implied that the Doctor knew they weren't the Big Bad the entire time - and only dealt with them in the first place solely so that they would reveal who or what the real threat actually was. The first half of Invasion of Time actually goes exactly according to the Doctor's original plan.
 * River Song's first encounter with the Doctor consists of her repeatedly pulling weapons out to kill him, which he has unloaded (or switched with a banana in one case) moments before. As he puts it: "I know you know." In the end, and points out she was planning to do it like that anyway. "I know you know I know".
 * Michael Scofield of Prison Break is excellent with this. When he isn't planning large gambits, he's doing this anyway (especially in the fourth season). However, due to various interventions even his large gambits such as the Fox River prison break are always threatened to be ruined unless Michael plays some speed chess.
 * The bad guys on 24 are very good at this. Jack Bauer is better.
 * Whereas there have been complaints that Tony's plan in Season 7 involved the use of elements he couldn't predict, in fact he was employing this trope rather than a Gambit Roulette
 * The characters from Star Trek are really good at these. Picard may have the slight edge in execution, in that he generally tried to stick to the plan and obey orders. Kirk on the other hand just made shit up, thus he's more a master of the Indy Ploy.
 * The form of strategy generally practiced by wannabe Chessmasters in Survivor, to effectively counter the numerous Shocking Swerves the show tends to throw that has been the bane of their predecessors. Some like to pretend that they're really playing Roulette, just to seem more impressive than they really are.
 * Benjamin Linus of Lost is the posterchild of this trope, adapting and changing to events around him with such ease over the course of the series that one can't help but find the constant Gambit Roulettes fairly plausible.
 * Then season 5 & 6 happened, where so many events come at him out of left field, even his actor admits he's being forced to act less like Xanatos and more like Indy.

"Jack:"
 * The Man in Black has been shown to play a round or two in the final season, one example culminating in him.
 * This is most of what Vic Mackey does in The Shield, especially in the later seasons.
 * Michael Westen of Burn Notice is a master at this trope, sometimes pulling off two per episode (one for helping his clients, and another for gaining more information on the people who burned him, although the latter ones don't always succeed).
 * In one episode Michael faces off against a guy so Genre Savvy that the entire episode consists entirely of Michael coming up with modifications of modifications of his original plans.
 * The beauty being that Michael sets things up such that, even though the guy KNOWS Michael's playing him, he has no choice but to play along.
 * The scene where he first meets Victor actually takes place in a chess park. Their conversation is interspersed with shots of people playing literal speed chess.
 * There's another great example in "Question and Answer", in the "reverse-interrogation" scene. Michael's undercover as a junkie snitch, Sam as a corrupt cop, and they have to let the bad guy interrogate Michael about information neither of them have. The entire scene is Sam playing head games with the bad guy, while Michael pretends to know information he doesn't, and pull it off.
 * Jeeves and Wooster: Jeeves is a master at this, even when Bertie isn't and comes up with plan Bs like "Feign amnesia!"
 * Colonel Hogan on Hogan's Heroes is a master of this and the Indy Ploy, because no plan ever goes quite as planned.
 * Nate Ford of Leverage prides himself on being a Crazy Prepared Chessmaster. However, his plans usually always go awry and he has to create a new one on the fly, which actually works out spectacularly well. Every single episode.
 * Except when things are going as they planned but they're operating on the Unspoken Plan Guarantee, so it appears to viewers that something has gone wrong.
 * "I have a cunning plan"
 * Lampshaded in Stargate SG 1 in the Season 7 episode "Evolution part 1". When SG-1 and SG-3 set a trap for one of Anubis' Kull warriors, O'Neill orders Reynolds of SG-3 to set up a secondary perimeter. The man jokes with O'Neill about not having "much faith in Plan A" causing O'Neill to respond "Since when has Plan A ever worked?"
 * Several instances also occured in Stargate Atlantis. Example: when two hives force the Daedalus to retreat, Sheppard quickly latches onto one of them before they jump to hyperspace; once they come out, Sheppard blows away the hyperdrive of one, delaying them until the Daedalus comes back with the Orion. Another instance is when he was instructed to man an Ancient ship, he tried to hijack it but Larrin foiled his plan; he responded by alerting his teammates with an SOS signal disguised as hyperspace background radiation. I swear, that guy is a chessmaster.
 * Having a Mensa-level I.Q. certainly helps. And he does beat Rodney in chess at least once.
 * It helps that Sheppard's intelligence is highly focused on tactical scenarios (being military), whereas Rodney's genius applies to much different subjects, while he also suffers from overconfidence and a tendency to make poorly-considered mistakes (especially in cases where significant foresight is required - Rodney very much lives in the moment). It's entirely possible (if not likely) that even Ronan could beat Rodney in a game like chess.
 * The Thick of It and Absolute Power contain many examples. Both feature characters working in crisis management PR, which is essentially the profession of Xanatos Speed Chess.
 * The Thick of It: Resident Magnificent Bastard Malcolm Tucker, head press guy for Number 10 Downing Street, specializes in Xanatos Speed Chess and profanity.
 * The Evil Plan over the course of Supernatural is definitely speed chess:
 * Debatable. It was pretty much stated that the way it played out was the way it was planned.
 * Very debatable. With the possible exception of Azazel's death, every single thing in the series goes exactly as he planned. And as of season four, it's revealed he knew that Dean was going to kill him a good twenty years in advance. Lucifer openly calls Sam's life "Azazel's game". The only things that actually go wrong, are all incredibly minor, in the grand scheme of thing.
 * Let's be honest, this is less a case of the characters playing Xanatos Speed Chess and more of an Indy Ploy from the writers, who have pretty much been making it all up as they go since the Writer's Strike.
 * Crowley. Oh, Lord, Crowley. He has to be the master of Xanatos Speed Chess in Supernatural, and he's Genre Savvy. He's the only demon who has EVER been able to convince the Winchesters to actually DO WHAT HE WANTS! And as of the end of S6, he has yet to die, even though his "death" has been shown onscreen many times, it was always fake and/or a setup. Crowley is a Xanatos master.
 * The Trickster/Gabriel was pretty good at this too, faking his death in virtually every episode and throwing in the occasional Batman Gambit in his manipulations of the Winchesters. He gets outplayed in the end though, and Killed Off for Real.
 * Chuck, if you think about his true identity. He can play Xanatos Speed Chess with the best of them, though he is very secretive about it and never reveals his true intentions.
 * Lionel Luthor, obviously, from Smallville is breathtakingly good at this. To examplify: When Chloe is blessed/cursed with the gift of having anyone answer her questions truthfully, she does of course start asking Lionel questions.
 * Mission Impossible is made of this trope. Rarely, if ever, does the IMF's complex plot go completely according to plan. The IMF team simply improvises around whatever does go awry, and eventually achieves its goal anyway.
 * Of course there were several instances where the audience thought this was happening, but it was really just the plan working perfectly (for instance, when the bad guy becoming wise to the con was actually part of the con).
 * This trope only kicks in for them when their Batman Gambit is about to go awry, which is roughly once an episode. Their use of Xanatos Speed Chess is to draw the villain back to the gambit and/or away from discovering The Masquerade.
 * In one first-season episode, it was all Xanatos Speed Chess. Rollin was specifically sent in without a plan because the mission was to recover a wire recording that an agent had hidden in the few minutes between losing his tail and his death. With no one knowing where he had hidden it, they had to rely on Rollin figuring out how to find it, how to recover it, how to return it, and do it all under the eyes of enemy agents.
 * Similarly, Hustle frequently includes spontaneous modifications to existing plans in order to stop the entire elaborate con collapsing. More common during Danny Blue's brief stint as head of the crew, since improvisation is his forte. It does occur under Mickey Bricks as well, but less often; Mickey is more likely to have Plan B, C and D than an improvised change.
 * Heroes: Unlike earlier Big Bads who seemed to have Fate in their corner always dropping events in their favor, Volume 5 Big Bad Samuel Sullivan has a general master plan but is also frequently forced to adjust when unexpected events unfavorable to his scheme pop up.
 * Wizards of Waverly Place Justin wants an Alex-proofing monster for his room but because of Max he has to use a computer for a brain instead of something else. Frankengirl captures Alex and is then outsmarted by her, so Justin resets Frankengirl into a clingy BFF. It only takes a few minutes for Alex to turn Frankengirl into her Sidekick Ex Machina. Justin eventually wins though, Justin hits three snags, but his original goal of keeping Alex out of his room is ultimately acomplished.
 * Xena: Warrior Princess. Both Xena and Gabrielle are particularily adept at this, it was even Lamp Shaded in the epidsode "A Day in The Life", where Xena is reluctant to re-use a trap from a previous episode.
 * In addition to "A Day in The Life", Gabrielle shows a remarkable penchant for this in the series finale, when she.
 * The show is basically made of these. Xena: Warrior Princess, is also Xena: Queen of Xanatos Speed Chess.
 * The Xena comic "Contest of Pantheons" also has a pretty note worthy moment on the part of, where she.
 * Buffy the Vampire Slayer. Similarily to Xena, Buffy has a talent for this, notably she.
 * Angel. Both the Angel gang and Wolfram & Hart are very adept at this. For the first three seasons, Angel repeatedly stops Wolfram & Hart from committing some act of heinous evil or another, just to watch the evil machine keep on chugging along. They even congratulate him every now and then..
 * The A-Team spun wildly between this and Gambit Roulette
 * On the Canadian crime drama Intelligence, being skilled in this was apparently a job requirement to get into the Vancouver Organized Crime Unit.
 * The entire series of Alias could be seen as one extensive game of Xanatos Speed Chess between Arvin Sloane and Jack Bristow, encompassing thirty years of national security, the entire global intelligence community, two generations of their respective families, and the many shifting loyalties of Irina Derevko. It's capped by one of the best Crowning Moments of Awesome ever:


 * Watch the scene, for maximum enjoyment.
 * In Kamen Rider Double, there's a game of Xanatos Speed Chess going on between Ryubee Sonozaki and Shroud going on throughout the series, both trying to work around the plans of the other.
 * The Kill Point is basically eight straight hours of this (well, OK, seven hours of this and one hour of Villainous BSOD). John Leguizamo leads a team of bank robbers who end up taking hostages when their plan goes bad. He spends the rest of the series cooking up no less than three separate escape plans, while stringing the hostage negotiator along.
 * Annie in Community episode Debate 109 is able to thwart an attempted Batman Gambit by
 * The Cranes from Frasier are masters at this whenever they get into a tight situation (i.e., most episodes), as are Roz and Daphne. Granted, they frequently fail on a level or two by the end of the episode, but the skill and slickness with which they lie, manipulate events, think up new plans, and navigate a tangled thicket of cross-purposes and plot threads to keep everything running smoothly for 20 minutes of airtime is impressive to watch.

Tabletop Games
"Friend Gamemaster: Okay, you've just been dropped off in Outdoors Sector. Suddenly, some people appear at the top of a hill, charging down toward you with long pointy sticks. *to PC #1* What are you doing?
 * Forgotten Realms God Cyric. His Crowning Moment of Awesome and claim to master of Xanatos Speed Chess comes during a Trial where the other gods claim he is unfit for his duty as Greater God of Strife, Lies, Murder, and other nasty things due his (fake) holding of the Idiot Ball for years. The thing is, Cyric SET UP the trial as a way to get the gods to bow down and worship him through use of the Cyrinishad, his book of evil that convinced anyone, god or mortal, that Cyric was the greatest god ever and only true god. When his lackey failed to get the Cyrinishad on time and had the wrong book, Cyric immediately had two other ways of assuring he would win the Trial. And he did. The aforementioned lackey being made into a demi-god of lies, even though he couldn't tell a single lie due a curse from the goddess of magic. Cyric said this made him perfect, because the best lie is the most unbelievable truth, once again showing Cyric is a Xanatos master. Oh, and he also gained the loyalty of an Eldritch Abomination during the course of all this and tends to threaten his enemies with the thing occasionally.
 * The galaxy of Warhammer 40000 is the chessboard for a four-way free-for-all game of Xanatos Speed Chess between Tzeentch, the Deceiver, the Eldar farseers, and the Emperor, with a few others dabbling on the side. All players involved are very, very good at it.
 * It's probably worthwhile to note that, at the same time as all those groups work against each other, Tzeentch is playing an additional 1000 games of Speed Chess against himself, and at least 100 more against each of the other Chaos Gods. When you have literally thousands of Gambit Roulettes in action all at the same time (and almost all of them are solely because you love doing it), you tend to have to do a bit of multitasking. Then again, Tzeentch IS the Magnificent Bastard.
 * And insane. Or, possibly worse, very very sane.
 * Then there's the alternate character interpretation: it's all a Xanatos Gambit by Tzeentch, and everyone else only THINKS it's a game of speed chess...
 * Anybody who has ever played the group strategy game Mafia/Werewolf as a bad guy has had to attempt this. A detailed original plan NEVER goes off without problems.
 * Pretty much all Cheapass Games work this way, with other players (and pure randomness) changing conditions so fast that any strategy has to adapt just as fast. Looney Labs games (Fluxx, Chrononauts) are similar.
 * Chess, of course.
 * Any and every CCG or competitive boardgame ever. There's always that one person who whips out with "WTF" strategies that can and will throw the group off guard.
 * The strategy game Hellgame runs on this trope. Not only do each player control three characters, positioned in different places in the turn order (so a player can be both the first and the last to act in a single turn), this turn order can be manipulated by the playing of cards. Random events abound; every turn begins with a random event (which can in turn cause other random events to occur, or put down triggers which cause them to happen later, often several times), and a typical spell causes random events to happen to other players (or yourself). Combat is resolved by die rolls, often modified by spell cards and said random events. A player can seem to be unstoppable, only for a completely harmless-looking opponent to suddenly jump to the end of the turn order to cut of the expected victory and grab it for himself, only for _another_ player to do the same, and then some. A game can last a single turn, or ten; which is in no way an indication of the elapsed time of the game. Successfully wading through this sea of random happenstances and quirky rules, battling the other players (five of them) for supremacy over the turn order is the path to victory.
 * Paranoia sets the PCs up with mutually conflicting goals, then throws rapid-fire obstacles at them along the way. One suggested game mechanic is to ask each PC "What are you doing?", then only give them about five seconds to answer:

PC #1: Uh, what do these people look like?

Friend Gamemaster: Dirty smelly Infrareds with ragged uniforms. One of them sticks his long pointy stick into your chest. *to PC #2* What are you doing?

PC #2: *realizing that PC #1 just dropped the team's camera* I shove PC #3 toward them.

PC #3: Hey!"


 * Most (but by no means all) theater-style American live-action roleplaying games are designed to be Xanatos Speed Chess tournaments.
 * Online freeform roleplaying combat at a high level is this; prima makes their attack, secunda makes a response that is nigh-unavoidable, prima has to respond and try and take back momentum, and so on back-and-forth until someone runs out of moves to make. It's fun!
 * The Munchkin card game has some of this, too, especially in epic games with high levels and four or more players.
 * Magic the Gathering is powered by this trope, especially in tournament play. Control mirrors are dozens of turns of this, with each player pretending they had it planned all along.
 * Actually averted the better one gets at the game- there's a limit to how much strategies can be modified without bending one's deck and game out of shape. Good play is more like using this trope to back up a straight Batman Gambit.
 * This is the only way to play the card game Fluxx, because the rules of play and victory conditions are constantly changing.
 * Classes with the Leader role from Dungeons and Dragons 4th Edition lend themselves to this style of play, especially Warlords. Generally, they employ subtle long-term buffs that shape their team's playstyle combined with dramatic short-term buffs that let them compensate for surprises that upset their planning. Given the right player and a good DM, battles can be fascinating affairs.

Theatre
"Roxane: On his brow he bears the genius-stamp;
 * Cyrano De Bergerac: Cyrano is good at this at Acts II and III, but he cannot be good enough to fool Christian nor Roxane at Act IV, but he manages to fool Roxane again at Act V:

He is proud, noble, young, intrepid, fair...

Cyrano: (rising suddenly, very pale) Fair!

Roxane: Why, what ails you?

Cyrano: Nothing; 'tis... (He shows his hand, smiling) This scratch!"

Toys

 * Bionicle: Makuta didn't take the rescue of the Matoran of Metru Nui into account, though managed to get past that. When part of his plan called for leaving his body, he didn't expect it to be destroyed by the end, but he still managed to keep his plan going smoothly,.

Video Games
"Zidane: Why send me?
 * In Deus Ex, each faction has someone playing this as the rogue piece -- the player -- changes the board every step of the way. One could say that the villains are most adept at this, but of course they lose in the end and really their situation is more along the lines of planning out a dozen or so counters to any foreseeable action. The nominal good guys, on the other hand, actually have to make it up as they go.
 * The only faction that refuses to play the game are . Their strategy is based around waiting for
 * It could be argued that they're playing the game as well, especially from the point of view of their ending. . It might sound like too far-fetched and overly complex a gambit to even remotely be true - until you remember you're basically playing a game which is almost entirely built around the idea that most conspiracy theories are real, the fate of the entire world is regularly decided by insanely complex plots, and that the more insane a plot seems, the more likely it is to have been true the entire time.
 * This is the favored sport of Yggdra Union's Nessiah.
 * In Command and Conquer 3, Kane's complex Gambit Roulette is threatened multiple times by the actions of GDI, the Scrin, or HIS OWN FORCES! However, he's still Kane, so he has the player character iron out all the wrinkles in his plan. And by "iron out", I generally mean obliterate.
 * And even when things don't work out, he has proven time and again that he is
 * And in Command and Conquer 4: Tiberium Twilight,.
 * System Shock: SHODAN, artificial intelligence and Magnificent Bastard, always has a backup plan.
 * In the first game, this is SHODAN's plan amounts to this (backup plans listed after initial plans):
 * The second game originates from the player's actions in the first game.  SHODAN acts more as a Manipulative Bastard in the sequel, however, manipulating the player with less of a multitiered plan.
 * Xemnas in the Kingdom Hearts series is very good at this. There are many points where things do NOT go exactly as planned for him...and yet he always seems to quickly make whatever happens work in his favor.  Truly, Xemnas is a master Xanatos speed chess player.
 * He probably gets it from Master Xehanort. It's actually way more complicated than even that, but this guy is on top of ALL OF IT.
 * Perhaps it should be renamed "Xehanort Speed Chess"?
 * Considering that in the secret ending of Re:Coded, Master Yen-Sid tells King Mickey straight-out that he fully does not expect Xehanort to stay dead, that destroying both of his halves makes his return possible, implies that Xehanort probably planned for this to happen, and then flat-out says that if he knows Xehanort, there's probably even more plans in plase, just to make sure... which Xehanort confirms  at the beginning of the BBS secret ending "Blank Points".
 * And then there's DiZ, who might be, perhaps, just as good - he was, after all, taking on the Organization, headed by Xemnas, and he was winning. In fact, at least at the end of Chain of Memories (and, one could argue, even the end of Days), everything was going pretty much according to plan. In the end, the only thing that toppled him was his own arrogance causing him to bite off more than he could chew (something which he admits ) and the fact that, consequently, his game became a Gambit Roulette. Like Xehanort and Xemnas, he lost track of all the players - Sora isn't anywhere close to being a Speed Chesser, but he's rather effective as a Spanner in The Works, and Riku's just as bad, since DiZ isn't as able to predict his actions as he'd like to think he is. Couple this with the fact that his cynicism and bitterness were pretty much incapable of predicting Sora's idealistic, selfess heroism, and by the end of it all, even he had to admit he'd lost the game.
 * Though it's hard to tell what he's thinking, Jon Irenicus in Baldur's Gate II seems to do this. His original plan is simply to experiment on Imoen and the player character in his own personal lair. However, this runs into trouble when Shadow Thieves attack him, his prisoners escape and, on top of all of this which he could have handled simply by virtue of his great power, the local wizard authorities get wind of the unsanctioned use of magic and teleport in to arrest him. Killing hundreds of them is not the path of least resistance even for him, so he suddenly decides to go peacefully, but making sure they also arrest Imoen. They are both taken to a wizard asylum, The player character already has two potential motives for doing this - wanting revenge on Irenicus and to rescue their "little sister" - but a third one is added when Irenicus somehow appears in their dreams and speaks of  (This is also, in a way, the game masking its But Thou Must plot element. You have to go after Irenicus and Imoen, but at least you get to pick your motivation out of a fair selection.) The player may make various choices along the way and
 * Also, the Big Bad in the expansion. She's playing the Five and all the Bhaalspawn against each other to destroy all, and when the player character appears literally out of nowhere, rather than letting them mess up her plans she immediately turns them into her principal pawn. Of course, if the PC failed to kill one of the others, she'd just have got rid of the PC and could go on with her other tools as planned before. Of course, this has the unintended side effect of singling out and even training for herself an opponent more powerful than all the others...
 * Sarah Kerrigan of Starcraft plays Xanatos Speed Chess in the expansion pack. She allies with the Protoss by brainwashing the Matriarch Raszagal and helps them kill some rogue Zerg opposing her, and when she kills off the member of their group that was getting wise to her schemes she takes off laughing as they realize they've been played. She then recruits Raynor and Fenix to rescue the Dominion emperor Mengsk from the UED, uses the three of them to destroy the UED's main bases of operations, then backstabs them and kills Fenix and Mengsk's general leaving the two demoralized and de-powered. She then kidnaps the Protoss Raszagal and uses her to blackmail her co-commander Zeratul into giving her access to special assassins that will kill the Zerg hivemind and leave her in complete control of them. By the end, Kerrigan plays all of her enemies against each other, weakening them in turn while she accumulates power for herself to the point that the developers said in materials for Starcraft II she basically could have wiped all of them out at the end of the game, but chose not to.
 * Sephiran of Fire Emblem: Path of Radiance and Radiant Dawn, to a lesser extent Lekain of the same game.
 * Still not sure if Bastian is utilizing this trope or another one...
 * It's somewhat implied that
 * Kuja from Final Fantasy IX had no less than two of these. First, it's revealed that his entire plan was revolved around stealing Alexander, the most powerful of all Eidolons (summon monsters). This fails when his boss shows up and blows it to hell. Panicked, his next plan involves using the protagonists to fetch a powerful stone for him and extracting other, lesser summon spirits from a little girl. This fails when her Moogle guardian goes Trance and proceeds to kick ass. Kuja then changes his plans AGAIN in order to gain his own Trance power. Kuja finally achieves this and proceeds to kill his former boss. It's too bad that he learns that he's going to die soon anyway, prompting the mother of all Villainous Breakdowns.
 * The first part of that first plan involved manipulating the Queen into attacking all the other nations for him, supplying him with an endless source of souls AND taking out all the military forces without even having to get his hands dirty. He does this so well that you don't actually even realise it until the second disc when he proceeds to unveil it to the Queen after she decides she's better at Speed Chess and tries to kill him and take his power herself. It's a critical failure, he steals Bahamut from her and then proceeds to wipes out the Queen and her fleet with said Eidolon, prompting one of your ONLY two white mage/summoners to go into a HBSOD for the majority of the rest of the game and have a 70% chance of failing all magic and summon casts in battle. Kuja is extremely good at manipulating people into doing what he wants so he doesn't have to get his hands dirty. And then he likes to rub it in along the lines of:
 * Sephiran of Fire Emblem: Path of Radiance and Radiant Dawn, to a lesser extent Lekain of the same game.
 * Still not sure if Bastian is utilizing this trope or another one...
 * It's somewhat implied that
 * Kuja from Final Fantasy IX had no less than two of these. First, it's revealed that his entire plan was revolved around stealing Alexander, the most powerful of all Eidolons (summon monsters). This fails when his boss shows up and blows it to hell. Panicked, his next plan involves using the protagonists to fetch a powerful stone for him and extracting other, lesser summon spirits from a little girl. This fails when her Moogle guardian goes Trance and proceeds to kick ass. Kuja then changes his plans AGAIN in order to gain his own Trance power. Kuja finally achieves this and proceeds to kill his former boss. It's too bad that he learns that he's going to die soon anyway, prompting the mother of all Villainous Breakdowns.
 * The first part of that first plan involved manipulating the Queen into attacking all the other nations for him, supplying him with an endless source of souls AND taking out all the military forces without even having to get his hands dirty. He does this so well that you don't actually even realise it until the second disc when he proceeds to unveil it to the Queen after she decides she's better at Speed Chess and tries to kill him and take his power herself. It's a critical failure, he steals Bahamut from her and then proceeds to wipes out the Queen and her fleet with said Eidolon, prompting one of your ONLY two white mage/summoners to go into a HBSOD for the majority of the rest of the game and have a 70% chance of failing all magic and summon casts in battle. Kuja is extremely good at manipulating people into doing what he wants so he doesn't have to get his hands dirty. And then he likes to rub it in along the lines of:

Kuja: Because Oeilvert has a magic barrier, and I'm sending you because you're too stupid to use magic."


 * Blaz Blue has Rachel Alucard and Hazama/Terumi Yuuki who are playing Speed Chess against each other with the fate of the world on the line... The first game was essentially the both of them setting their pieces up for the game, and the game itself begun in the sequel. So far, Hazama/Terumi has an unwavering win streak. Yes. Even when he loses. Especially when he loses.
 * In Modern Warfare 2,  proves to be a mean player of this. Sure, he didn't expect   to , but he capitalized on it very quickly in the subsequent cutscene; before
 * Happens in Marathon whenever two AI's go up against each other, perhaps the most epic instance being Durandal vs Tycho in Marathon 2. Durandal pretty much always eventually wins.
 * In World of Warcraft, a common interpretation of Sylvanas Windrunner is that she is a master at this.
 * The Reapers of Mass Effect aren't bad at this. Their original plan (which has worked for millions of years), is to . Here are the adjustments they've had to make:
 * It is worth noting that Sovereign was only killed when his gambits failed - Shepard
 * This is part of what makes Malefor from The Legend of Spyro such an effective Chessmaster. Spyro turns out to be alive and frees his Dragon from his control? In fact, taking Cynder in the first place may have been an adjustment in response to
 * It is worth noting that Sovereign was only killed when his gambits failed - Shepard
 * This is part of what makes Malefor from The Legend of Spyro such an effective Chessmaster. Spyro turns out to be alive and frees his Dragon from his control? In fact, taking Cynder in the first place may have been an adjustment in response to
 * It is worth noting that Sovereign was only killed when his gambits failed - Shepard
 * This is part of what makes Malefor from The Legend of Spyro such an effective Chessmaster. Spyro turns out to be alive and frees his Dragon from his control? In fact, taking Cynder in the first place may have been an adjustment in response to
 * This is part of what makes Malefor from The Legend of Spyro such an effective Chessmaster. Spyro turns out to be alive and frees his Dragon from his control? In fact, taking Cynder in the first place may have been an adjustment in response to
 * This is part of what makes Malefor from The Legend of Spyro such an effective Chessmaster. Spyro turns out to be alive and frees his Dragon from his control? In fact, taking Cynder in the first place may have been an adjustment in response to
 * This is part of what makes Malefor from The Legend of Spyro such an effective Chessmaster. Spyro turns out to be alive and frees his Dragon from his control? In fact, taking Cynder in the first place may have been an adjustment in response to

Visual Novels

 * Kotomine of Fate/stay night has a pretty good one of these in Heavens Feel. Plan A: start with sending Lancer to figure out who everyone is, where they are and how strong. Ok, uh, well we still have Gilgamesh, and he's pissed about the serial killings going on.  Fine, we'll set up  to turn into the gate and destroy the world. Uh oh, the Core of the Grail just got hijacked, time to team up with Shirou to recover it. Oops, True Assassin came after him and humans can't kill Servants with the tools he has.  Woops, the Grail doesn't like me and   And, breaking the narration, he still makes it to the end of the path and still nearly unleashes a plan that is in fact much worse than the scale of what he was trying in the first two. Plus, Shirou's ideology has been neatly discarded, and Kotomine really hated it.
 * Archer's plan in "Unlimited Blade Works". His repeated gambits to are truly inspired.
 * Maou from G Senjou no Maou has a gift for revising convoluted plans on the fly, being an expy of Lelouch, which is how he keeps beating the protagonists, even until the very end.

Web Comics

 * In Girl Genius, Gil needs to get into the castle and have it be known that he did -- so his father knows, and doesn't attack it. His plot to convince the crowd that he's Gilgamesh Wulfenbach convinces them that he's putting on a show. So -- he tells them they're right, and by this means lures them to the castle and breaks the truth them only there. (With some unexpected backup from his friends.)
 * Additionally, in chapter 6, both Tarvek and Anevka Sturmvoraus seem to be playing Xanatos Speed Chess with each other for control of Sturmhalten and The Other, executing back up plan after back up plan. Tarvek even says in this strip that "None of this was in my original plan, but it's all working out so beautifully!"
 * is "very good at improvising when things go wrong."
 * Helen Narbon, of Narbonic, is another case where the fanbase--and even the characters in the strip--are never fully certain if Helen is playing Xanatos Speed Chess, Gambit Roulette, or if she's just luckier than anyone has any right to be. At several points, it seems Helen, herself, is not certain.


 * It doesn't help that some Sunday strips have suggested mad scientists may be able to see the future to a limited degree.
 * Parson gives the other characters a lecture on playing Xanatos Speed Chess in this page of Erfworld.
 * And demonstrates (Sort of?) his prowess... on the OTHER Chess Master, here.
 * Freefall: Sam Starfall wanted to get Florence into (and safely back out of) the heavily guarded campus of Ecosystems Unlimited, and maybe borrow some things while they're there. This means improvising and readjusting his plans when circumstances ask for it, like stuffing crickets in his pants, releasing them into the fire detection system, and creating a makeshift disguise.
 * The scene taken from Sluggy Freelance to demonstrate speed chess is actually a poor example, being at best an aversion. Bun Bun is not actually manipulating events, he is simply moving dolls on a chessboard to reflect events outside his influence, a fact that enrages him when it's pointed out.
 * The leader of a team of magical thieves in The Dragon Doctors starts off with a straightforward plan to rob a hospital of valuable materials, but are continually stymied by one lone surgeon defending the hospital. Elizabeth (the leader) continually adapts her plan towards a profitable solution even as all her teammates are taken out one at at time, and if it hadn't been for a slip-up she'd have still gotten away with it.

Web Original

 * In Associated Space, Fatebane's plan is constantly adjusting, due to the situation changing in almost every system he goes to.
 * Chessmaster goes insane (well, further insane) when he loses a literal game of this.
 * Subverted in Ayla 5, Ayla and the Networks, in the Whateley Universe. The bad guys TRY for this, but since they can't play NEARLY as well as each other, it comes down to 'Crap! When she did that, Plans A-J can't work, and now K-Y are useless...'
 * The Chessmaster does this in his massive Halloween attack. He even had a recovery plan that would have been perfect if  hadn't chosen that very second to
 * The villian in "The Big Idea" tries to play this, but needless to say, ends up failing miserably."
 * The Villain Protagonist of The Salvation War, Michael-lan, is a master of this trope.
 * The Villain Protagonist of The Salvation War, Michael-lan, is a master of this trope.

Western Animation
"Dragonelle: Sir, I take personal responsibility for the failure of Chaos Strike.
 * On Fairly Oddparents, Norm the Genie's plans usually work like this: In "Fairy Idol", when he comes second to Cosmo and Wanda, he hits them with a wrecking ball and he gets into first.
 * David Xanatos himself does this in the Gargoyles episode "Eye of the Beholder," as each of his plans to get the Eye of Odin back from Fox go awry. Goliath's responses to the gradual deterioration of his Machiavellian plots are utterly hilarious: "I hope you have a 'Plan D'" and "Not a good night for you"... though Xanatos actually does come up with a Plan D, and it's one of the last things you'd ever expect:.
 * In "Upgrade" he and his wife Fox pit The Pack and the Manhattan clan against one another in a game of literal Xanatos Speed Chess, complete with an actual chessboard and pieces modeled after their respective teams.
 * Shockingly, Fry, from Futurama, pulls a simple version off in the fourth season episode "The Why of Fry." After his Scooty Puff, Jr. falls apart, he's trapped in The Infosphere with some gigantic brains that want to destroy the universe. Regardless, he activates a Quantum Interface Bomb, trapping himself and the brains in an alternate dimension. The brains inform him that the Nibblonians, who he was acting on behalf of, were actually responsible for getting him frozen until the year 3000 in the first place, and enable him to return to the past in order to prevent it from ever happening. Thus returning, Fry briefly interrogates Nibbler in Applied Cryogenics, and, after Nibbler explains the situation, Fry agrees to allow his past self to freeze. He begins to disappear, and realizes he's on the verge of creating a time loop. Showing uncharacteristically quick thinking, he then tells Nibbler "!" It's simple, but from Fry's simple standards it was genius.
 * Nerissa from WITCH adjusts her season-long plan a few times, most notably in the season finale where she seizes an opportunity to free herself from The Starscream's imprisonment and get the heroes under her control, while congratulating herself on coming up with such a great plan on the fly.
 * Alluded to in Max Steel (which had the same developer as Gargoyles): Dragonelle was tasked with a mission, but the good guys manage to interfere and prevent their plan from being completely successful:

Dread: Mmm, you're too hard on yourself, my dear. The great pyramid has been desecrated, and the explosion's left no evidence to trace the crime to us. Tensions in the region will rise, as planned. Besides, the test of the Dread probes was a qualified success, certainly more R&D is required. But I believe our ultimate victory is right at hand."

Real Life
""They planned their campaigns just as you might make a splendid piece of harness. It looks very well; and answers very well; until it gets broken; and then you are done for. Now I made my campaigns of ropes. If anything went wrong, I tied a knot; and went on.""
 * The German strategist Helmuth von Molkte once said "No plan survives first contact with the enemy." Essentially, the victorious general is the one who is better at playing Xanatos Speed Chess.
 * Arthur Wellesley, First Duke of Wellington:

""Those who win thanks to tactics adapted to different situations can be called Masters of War.""
 * Sun Tzu's Art of War emphasizes the importance of adapting one's battle plans on the fly to adjust to sudden changes in battle.


 * Mike Tyson Joe Louis, "Everyone has a plan until they get punched in the face."
 * Erwin Rommel, a general in Nazi Germany, built his entire career and reputation on this. If he was ordered to take an objective he wouldn't just launch an attack and take it. He'd launch an attack and take it, then plan another attack to exploit any weaknesses he'd created, then plan another attack to exploit any more weaknesses he'd created, and keep on inventing new attack plans on the fly until the other side surrendered or his side quite literally ran out of gas.
 * Rommel was not alone in this, as it was an integral part of Blitzkrieg as deviced by Guderian and the German doctrine emphasised including subordinates into the plan so they could improvise on the spot or take over should you fall. This was a large part of German success on the tactical level. Of course there were Speed Chess players amongst other armies as well, but to the Germans it was an integrated part of their doctrine.
 * Most professional modern militaries use it these days: the standard format for issuing orders includes the larger context, why the orders are being issued and what the goal is. This allows junior officers (and troops) to be aware of the ultimate objective so that they can respond on the fly to changing conditions.
 * The Cuban Missile Crisis and the Cold War. Not just between the United States and the Union of Soviet Socialist Republics, but internally between the hardliners and moderates of each government. Adaptation is of the highest priority if "chess" here is more defined as "a Lensman Arms Race that involves getting nuked into oblivion for the littlest mistake."
 * It's unclear whether President Anwar Sadat of Egypt planned the October War of 1973 (known as the Yom Kippur War in Israel and many other places) as one of these, or if his actions afterward were just a very successful Indy Ploy, but either way, it turned out like this. The main Egyptian goal in '73 was recapturing the Sinai Peninsula (getting rid of Israel would have been gravy as far as Sadat's administration was concerned), so Egypt launched an attack across the Suez Canal on Yom Kippur, the one day when the Israelis With Infrared Missiles would be resting. This allowed Egyptian forces to retake a substantial proportion of the Sinai (until bad generalship screwed things up and allowed the IDF to push them back out), but the first few days were just enough of a victory that Sadat could claim just enough political capital to allow him to start peace negotiations with Israel...and get back the Sinai (if Israel and Egypt are at peace, Israel doesn't need the Sinai as a buffer). Whether he knew this all along or just took advantage of opportunities as they came up is unclear, but either way, it really was a win-win (until Sadat got an assassin's bullet to the head for his trouble...oh, well).
 * Natural selection can be defined as more like a complex and overarching Xanatos Speed Chess than the simplistic "Survival of the Fittest" concept as Social Darwinists often see it. Every species (from the biologically-adaptive bacteria to the technologically-adaptive humans) is all involved in a Ten Million Gambit Pileup, which requires constant learning and adaptation of plans to avoid getting Out Gambitted and becoming extinct. According to Darwin himself, "It is not the strongest of the species that survives, nor the most intelligent that survives. It is the one that is the most adaptable to change." The current game has been going for nearly four billion years and isn't showing any signs of ending any time soon.
 * With an occasional meteor or other massive natural disaster as a Spanner in The Works.
 * American Civil War general, George B. McClellan. He believed that victory went to the commander who outsmarted his enemy. McClellan was always trying to decide what old Lee would have done and then come up with a really elaborate counterstrike that would wreck his plans. But his methods led to a loss as to what the objective was, leading him to pass up opportunities where all that was needed was a direct attack following a plan no more complicated than "keep shooting until the other side is all dead".