- Badly Battered Babysitter: Besides researching, he looks after the Pokémon living in his ranch, but sometimes he becomes the butt of their hijinks. Especially if said Pokémon belong to Ash.
- Butt-Monkey: Professor Oak may be a world-renowned Pokémon professor, but that doesn't stop him from being the butt of many a Pokémon's hijinks, especially when they're Ash's.
- I Need a Freaking Drink: The first thing he does when Ash tells him of Celebi and time travel is to grab his hip flask.
- MayflyDecember Friendship: Turns out this is the reason his Charizard decided to retire to the Charicific Valley - they had lived through the death of Oak's old Arcanine, and knowing how long Charizards live, he didn't want to live through Oak's death as well. It takes a talk with Ash's own Charizard to encourage him to visit the ranch once more.
- His Dragonite has it worse though, since they live even longer.
- Quick Nip: Reaches for his hip flask when Ash explains the plot.
- Retired Badass: He's a former Pokémon League Champion. As Ash idly notes to the bug-using samurai in the Viridian Forest, he'd like to believe that he's the strongest trainer from Pallet Town, but since Professor Oak lives there...
- In a later chapter, Butch and Cassidy have to dissuade a group of Rocket grunts from attacking Oak's Ranch, saying it's one of the hardest targets in the country, and say that Oak lives there as the first reason. The others being Gary and Ash have their Pokémon there (and Molly visits often, in company of the shiny Beasts) - then Ho-oh flies over the place.
- Sapient House/Smart House: Thanks to Oak's Porygon Damos connecting with the ranch's computer system, the Oak Ranch itself can be considered as such. Translated Poké-speech even appears on screens in the building!
- So Proud of You: To Gary, for managing to get his research on the cover of Pokémon journal at an incredibly young age (even with the time travel).
- Stable Time Loop: It's revealed at the beginning of the story that Professor Oak giving Pikachu to Ash as a starter was planned, because during the Voice of the Forest arc, he had met Ash and Pikachu as a child when he time-traveled with Celebi. Despite Pikachu being disobedient when he and Ash met the first time around, Professor Oak gave him to Ash because he knew from his first encounter with them that they would eventually get along.
- And Your Reward Is Clothes: Every time Ash finishes a League, Delia commissions a custom badge for her son that commemorates it. So far she's given out:
- An indigo flower for the Indigo League.
- An orange blossom for the Orange League.
- A silver crescent moon for the Silver Conference.
- A comet for the Delta Episode.
- A pyramid for the Battle Frontier.
- Crazy-Prepared: Has packed a few esoteric items into Ash's Bag of Holding, including a fireproof outfit and a dress. The latter is due to the Ashley incident that Brock once told her about.
- No Hero to His Valet: As far as Ash is concerned. It doesn't matter how many Leagues he wins or how many Legendaries he has, if he doesn't come home to visit his mother every once in a while, she will track him down and she will let him have it.
- Screw This, I'm Outta Here: Understandably decides not to got to Greenfield for obvious reasons. However, this caused the Unown to go off the script, with massive consequences for everyone. She becomes painfully aware of it when she sees the events on TV.
- Camera Fiend: Natch.
- Sidekick: Meets a Sneasel that decides to act as his photography assistant.
- The World Is Just Awesome: He gets the opportunity to take pictures of some breathtaking scenes, including migrating Pokémon photos from a microlight, and even the courting and birth of Legendary Pokémon.
- Unfazed Everyman: Is trying to be this with regards to Ash's inexplicable connection to Legendaries, but isn't quite there yet.
- The Lost Lenore: To Brock from the original timeline. A Freak Lab Accident involving the Unown sent her to a pocket dimension where she remained trapped, a fate that Brock was unable to save her from. This was the reason why Brock had extreme negative reactions to hearing Ivy's name. But thanks to Ash's Time Travel, Brock averts this by using his foreknowledge to save Ivy.
- Noodle Incident: She somehow got her lab Covered in Mud during an experiment to test Diglett's sensitivity to ultrasonics.
- Official Couple: With Brock after he saved her from a group of Unown she was studying.
- Cute Kitten: Her new Shinx, a gift from Brock's mum.
- The Chooser of the One: Was the one who nominated Misty for the Elite Four.
- The Dreaded: Giovanni makes a point to avoid him.
- Heroic BSoD: Comedic version, where he is outright shocked to learn that Molly Hale, an eight year old girl, is responsible for the creation of the Fairy-type, the absolute bane of a dragon tamer such as Lance.
- Passing the Torch: A variation - he was both a member of the Elite Four and its Grand Champion, but passed his Elite Four position to Karen after the Silver Conference, becoming Grand Champion only.
- Super Mode: Made use of Salamencite in his exhibition battle against Lugia.
- Super Mode: They have a Slowbro and the associated Slowbronite.
- Took a Level in Badass: In the original timeline, they give up on being gym leaders, and leave the gym for Misty to run. After Misty is under consideration to join the Elite Four in the new timeline, she convinces them to reconsider, and become better gym leaders. This is seen during Max's gym battle with them.
- Dude Looks Like a Lady: His male Lopunny. And he really hates being mistaken as one. So when he Mega-Evolves...
- Good Parents: Really loves his kids and immediately notices when something might be wrong, even if it's just Max failing a test.
- Handicapped Badass: His deaf Exploud that has to be given commands with sign language.
- Seen It All: He gave up being surprised around when he learned about the Fairy-type being a result of Cosmic Retcon.
- Signature Move: Façade, as in the original Ruby and Sapphire games, and it's actually stated as such in-universe.
- So Proud of You: Both of his children have earned the Balance Badge and he could not be happier about it. With Max, the conversation even mirrors his game dialogue.
- Super Mode: Borrowed Max's Key Stone and the Lopunnite that Gary found to Mega Evolve his Lopunny.
He's also referred to as Gary-uno, with his counterpart who faced Cyrus in the old timeline and brought to the present timeline nicknamed Gary-dos.
- Kanto: Indigo League runner-up.
- Kalos: Kalos League Champion.
- Butt-Monkey: If anything bad can happen, odds are it's going to happen to Gary. The poor guy has a lot of crap happen at his expense, most notably the below Chain of Deals. Seeing as his grandfather tends to suffer similarly thanks to Ash's eccentric Pokémon, it's probably hereditary. Lampshaded in an Author's Note: "Being Gary Oak is suffering".
- Can't Catch Up: Subverted. He gets published on the front page of the Pokemon magazine for his research on Mega Evolution, and he wins the Kalos League while Ash is taking part in the Silver Conference.
- Chain of Deals: Gary found himself in one trying to teach Alakazam Teleport. The full chain Prof. Oak manages to derail the Chain by telling Gary that Misty has a Gyarados she would most likely let him borrow, Oak knows someone with a Clefairy and both Silk and Focus Sashes, Ash's Totodile can dance, Oak has about twenty Heart Scales just lying around the lab, and when Muk ate the TMs like cookies he didn't eat the Teleport TM. Gary is understandably pissed, but winds up accepting the TM and borrowing Dragonite and Gyarados, allowing him to complete at least part of the chain and get an Anorith and a Furfrou out of it.
- Hero of Another Story: Even excluding all his other adventures, in the original timeline, he was battling Cyrus trying to prevent the collapse of time.
- Offscreen Moment of Awesome: His Kalos League victory.
- Only in It for the Money: He did the Kalos Gym Challenge purely to support himself while he was researching Mega Evolution, and only entered the conference largely due to timing and Blastoise's encouragement.
- The Call Put Me on Hold: Although not noticeable at the time, he was initially unable to be reminded due to being at the epicenter of the old timeline's collapse, but the Lake Trio and Celebi fixed it before Ash met Gary again during the Kanto P1 Grand Prix.
- The Mentor: To Molly on her Sinnoh journey.
- The Sleepless: Due to the time difference between Poké-Japan (Kanto, Johto, Hoenn, Sinnoh) and Poké-France (Kalos), interacting with Ash and co. really cuts down on his sleep time, which happens more often than he likes.
- The Smart Guy: For Ash's friends, being a Pokémon researcher in training and all.
- Throw the Dog a Bone:
- For all his troubles, he gets a piece of Blastoisinite and a Key Stone, and eventually his research gets published in Pokémon journal, even ending up on the cover.
- He even subverts Can't Catch Up by winning the Kalos League.
- Unknown Rival: Despite being Ash's original and most well-known rival in canon, Ash's ridiculous exploits mean that people tend to not realize that they're rivals.
- Expy: Of post-Time Skip Simon. Thanks, Squirtle.
- Large Ham: Again, thanks, Squirtle.
- Macross Missile Massacre: With sufficient water control, he can do this with water missiles. Drill-headed water missiles.
- The Rival: To Ash's Squirtle. He even addresses the latter as such.
- Shaping Your Attacks: When using Dragon Pulse, he turns it into a gigantic dragon construct like Siebold.
- Super Mode: Thanks to his new piece of Blastoisinite, implanted into his Simon-style star-sunglasses.
- Ascended Extra: Goes from the voice in Gary's Pokédex to a full-blown Artificial Intelligence Pokémon.
- The Smart Guy: Of Gary's Pokémon. Again, it's justified as she's a computer like Dexter.
- Translator Buddy: With a Bluetooth earpiece, she helps Gary understand Poké-speech.
- Barrier Warrior: Has really trained up her Reflect and Light Screen shield moves.
- Combat Pragmatist: She isn't above using the fact that she's adorable to her advantage in a fight. She is a Dark-type, after all.
- Poisonous Person: Knows Toxic. She uses this to deliver a Curb-Stomp Battle to Valerie's Sylveon.
- The Leader: She's essentially this to Gary's team.
- Like Father, Like Son: She holds her mother in high regard, which is why she wanted to evolve into Umbreon.
- Stealth Hi/Bye: How she introduces herself to Sableye after Ash & Gary's trade.
- Food as Bribe: How Gary keeps him in line.
- For Want of a Nail: In the original timeline, he was the leader of the Spearow flock that Ash and Pikachu encountered at the beginning of their journey and remained a wild Pokémon. Since Ash avoided him this time around, Gary ran into him instead and caught him.
- Psycho Sidekick: Gary has to resort to bribery (with food) to keep him in line.
- Attack Drone: How his extra spoons work when he is Mega-Evolved, as he can fire beam attacks from them and even charge them with elemental punch attacks.
- Only Sane Man: Gary tries to argue at one point that he is this for his Pokemon, by Alakazam standards at least.
- Nobody Touches the Hair: Gets alarmed at Furfrou's suggestion of styling his mustache.
- The Smart Guy: Very intelligent, though we have yet to see it in battle.
- Super Mode: Has made use of Alakazamite.
- Teleport Spam: His Teleport is the only way for Gary to get to and from Kalos in any appreciable time, and as seen, in Chapter 64, he can do it rapidly:"That's Mount Quena, there. Can you take us up to the rim?"
Alakazam stared in that direction for a little longer. Not in one jump my coordinates aren't precise enough. I'll close in slowly.
"Sounds good." Gary returned Umbreon again.
A shady hillock, a few miles outside Ecruteak proper.
A crumbling cliffside, though thankfully some metres back from the edge.
Halfway up a mountainside.
- Action Fashionista: Not even using Surf underground will get mud on her fabulous coat. That would be barbaric.
- Cultured Badass: Has very exquisite and refined habits, such as keeping up with fashion and drinking artisan coffee. The rest of her team don't quite understand it.
- Stone Wall: Her ability, Fur Coat, halves physical damage, and between that, Cotton Guard and Charm, it means that she doesn't take much damage even from Super Effective Fighting-Type moves. Has a bit of trouble dealing damage, at least to tough opponents like Lucario.
- So much so that even Primeape can't do much to her and her fur.
SableyeThe Mega-Evolution-capable Pokémon Ash traded to Gary.
- Eat Dirt, Cheap: Loves eating gemstones, as per his species.
- "Could Have Avoided This!" Plot: After Ash's battle to catch him, he talks about trading him to his friend Gary to help with Mega-Evolution research, and that Gary can get his hands on Sablenite. Sableye immediately exclaims that if he had said that first, he wouldn't have bothered fighting.
- Luckily, My Shield Will Protect Me: With his huge gemstone shield, he can perform all the classic popular shield maneuvers like Throwing Your Shield Always Works and Shield Bash.
- Stone Wall: His Mega-Evolution focuses mainly on defense.
- Super Mode: Can Mega Evolve.
Kanto: Indigo Conference Top 8.
- Hero of Another Story/The Chosen One: Was destiny-entangled with Ash, meaning that he was fated to catch similar Pokémon and go on just as many world-changing adventures as Ash himself. This is now broken though, and the differences between the two are becoming more prominent (though he still gets into just as many adventures).
- Mirror Boss: His and Ash's battle at the Indigo League is reminiscent of this; Word of God says he was going for a "distorted mirror match", where the two use Pokémon that are similar but different.
- His Ralts, Cid, helps him with his psychic potential, just like Ash and Riolu.
- His Spearow, Nagi, is agile and supersonic in bursts, unlike Pidgeot who is just plain fast.
- His Eevee, a Pokémon with a great deal of adaptability, just like Dexter. Both are also the Odd Name Out of their teams, in that Eevee doesn't have a nickname but Dexter does.
- Identical Stranger: To Ash, even sharing similar Punny Names. Many people have mistaken him for Ash on several occasions.
- Psychic Powers: Unlocked his psychic potential thanks to his Ralts (now Gallade), just as Ash was helped with his Aura by Riolu, and Sparky has learned some Psychic tricks as well.
- Shaping Your Attacks: His now-Raichu Sparky can use psychic shaping on his electricity to form electro-whips and other electric weapons.
- Super Mode: By the Ever Grande Conference, his now-Gallade Cid has Galladite and can Mega Evolve with it.
- The Nicknamer: Almost all his Pokémon have one.
- Time Travel: Has had more than a few run-ins with Celebi. As such, he's unfazed when Ash tells him about his mission from the future.
- Weirdness Magnet: Just like Ash.
Johto: Silver Conference Top 8.
- Adaptational Badass: She successfully uses the FEAR strategy to defeat Ash's Charizard, and later during the Silver Conference, puts up a good fight against Ash.
- Later chapters show that she's attracted the attention of a Zapdos, who she eventually manages to capture.
- Attack Pattern Alpha: Rarely calls attacks. Instead, she uses baseball references to call tactical plans.
- Crazy-Prepared: Has trained her Pokemon specifically on how to fight Ash's Charizard.
- David vs. Goliath: Her Pokémon are trained to fight Pokémon way more powerful than them, including specifically Ash's Charizard.
- Engineered Heroics: The Zapdos following her does this to impress her.
- Super Mode: As of Chapter 179, she's acquired a Key Stone to work with the Beedrillite that Ash gave her.
- Translator Buddy: Riolu serves as one.
- Weak, but Skilled: Basically her thing. Her Pokémon don't have anything like the raw power of Ash's team, but they are very very good at rendering raw power worthless. Notably, her Meganium disables Charizard with a long-range vine grapple, keeping him from taking off, moving quickly, or using breath attacks via joint locks.
- Ascended Extra: Plays a bigger role in the Pokémon: Destiny Deoxys movie, which makes perfect sense, since he's from LaRousse City.
- Kid from the Future: After being reminded, he caught an Eevee, which evolved into a Leafeon, which had an egg that turned out to be May's Glaceon.
- Close-Enough Timeline: Except, in the old timeline, Leafeon was instead a Flareon. No word, though, on who caught Flareon last time.
- One Degree of Separation: His Butterfree is one of Ash's Butterfree's children; and his Leafeon is the mother of May's Glaceon, even if Leafeon was a Flareon in the old timeline.
- One-Steve Limit: It's been lampshaded several times that a few of his Pokémon (Absol, Flygon, Butterfree) are Pokémon Ash and Co. already have.
- Art Attacker: How his Smeargle uses his Sketched moves: drawing art in mid-air that transforms into that move.
- Big Ol' Eyebrows: His Smeargle has a very expressive face. If even that doesn't work, he Talks With Signs.
- Cloudcuckoolander's Minder: All his Pokémon seem to be this for him.
- Collector of the Strange: With his obtaining of a Smeargle, he's decided to collect rare Pokémon moves, like very powerful autographs.
- Keet: Like stated above, very excitable.
- Mid-Battle Tea Break: Smeargle stops a battle because Barry keeps telling him to use moves he doesn't have yet.
- Motor Mouth: Seriously, the guy will not shut up for anything.
- Wild Mass Guessing: Indulges in this a lot, mostly revolving around Ash and a lot of stuff he reads online. Lately it's veered into outright Conspiracy Theorist levels.
- Arrogant Kung-Fu Guy: Even if he doesn't call them that directly, he obviously disdains those who have taken Ash's offer of reminding as having taken the easy way out.
- Discard and Draw: Ash convinves a Challenge Seeker Cranidos to join his team in place of Chimchar/Infernape.
- Everyone Has Standards: Well, sort of. His reaction to finding out he sent out Chimchar against Cynthia's Garchomp in the previous timeline despite the type and level disadvantage is wondering what possessed him to do that.
- Fish out of Temporal Water: The case of the Challenge Seeker Cranidos that Ash finds for him in exchange for Chimchar.
- Jerkass: Even if he respects Ash for all his accomplishments, that doesn't change the fact that he's a git.
- Refusal of the Call: Ash told him he could be Reminded of the previous timeline, but he refused, declaring it as too much of a shortcut.
- The Comically Serious: His recent scenes of being a Tag Battle partner with Mawile and battling against the Motor Mouth Barry place him in this role.
She's also referred to as Zoey Nozomi, with her counterpart who faced Cyrus in the old timeline and brought to the present timeline named Zoey Mizori.
Sinnoh Ribbons: Sinnoh Grand Festival Top Coordinator (Joint winner with Jessie).
- The Call Put Me on Hold: Ash was initially unable to Remind her, despite Zoey being more than qualified, due to being at the epicenter of the original timeline's collapse. It took the aid of the Lake Guardians and Jirachi to get it right.
- Curb-Stomp Battle: Dawn beats her pretty easily in a Contest battle, though Zoey hadn't been reminded at the time.
- Hero of Another Story: Fought alongside Gary in the old timeline to try and stop Cyrus and save the Lake Trio.
Sinnoh: Lily of the Valley Conference Runner-Up.
- Black Mage: His starter, Delphox, who crafts her fire attacks on/can use spells from other forms of media, like Fuego and Stupefy.
- Combat Pragmatist: His first strategy is for Darkrai to put his opponent's Pokémon to sleep, use Dream Eater to knock them out and heal any damage they manage to deal, rinse and repeat. Ash calls out this strategy as deliberately boring and not fun for anyone involved.
- Curb-Stomp Battle: Often delivers these to his opponents, as his battle philosophy is to always put forward your best, for doing otherwise is disrespectful to your opponent. Whether his opponents can handle his best is another story altogether.
- Foil: Is this to Ash, long before Ash even gets to Sinnoh. Ash's deliberate effort of not using his Legendary Pokémon unless his opponent directly requests it is in direct opposition to Tobias's strategy of bringing out his Darkrai at first opportunity and shutting down his opponents without them even getting a chance to fight back.
- When they finally meet in the Sinnoh League finals, their views on battle itself are contrasted, with Tobias seeing not putting forward your best at the start as disrespectful, and Ash seeing absolutely stomping your opponent and not giving them a chance at all as disrespectful. In short, the two avert making their victories feel empty by going to the two opposite extremes doing so.
- I Am Not Left-Handed: He averts this due to the idea that being not at your best when you face an opponent is disrespectful for them as you are essentially pulling this card on them whenever they do beat you. This is why he keeps sending out his Darkrai first.
- One Degree of Separation: His Latios is the brother of the Latias belonging to the Nurse Joy inspector, and said Latias is also dating Ash's Latios. Justified in that their kind aren't as widespread as normal Pokémon.
- Serious Business: He insists on bringing his A-game no matter the situation, for he believes that doing otherwise is showing contempt to your opponent; whether they even have a chance against his A-game is a separate matter. When Ash brings out Butterfree as his final Pokémon in their match, having not used a single Legendary, he demands to know if Ash is taking him seriously and actually trying to win.
Sinnoh: Lily of the Valley Conference Top 4.
- Achievements in Ignorance: The reason her Eevee can switch forms at the drop of a hat is that Molly misunderstood how Eevee's branching evolution worked in the first place.
- Badass Adorable: Molly displays potential in becoming a successful Pokémon trainer during her battles with Misty and Brock, manages to complete her trainer license by the end of the Hoenn arc, and even reaches the semi-finals of the Lily of the Valley Conference.
- Become a Real Boy: Eevee turns into a real (shiny) Eevee thanks to a little help from Mewtwo.
- Expy: Eevee shares the same shapeshifting powers as Vee.
- Grew Beyond Their Programming: Eevee started out more like the other imaginary Pokemon the Unown created for Molly to battle with, but a number of factors led to her becoming more similar to the Unown-spawned Beasts.
- Multiform Balance: Eevee can turn into any of her evolutions at any time. Even Sylveon, which until the Cosmic Retcon following 4Ever, didn't even have an official type. In fact, Sylveon is the reason why the Cosmic Retcon created the Fairy type in the first place, as due to a Time Crash, she was present at the creation of the world and Arceus decided to do a Sure, Let's Go with That.
- Mystical Waif: Somewhat applies after her encounter with the Unown, as she came out of the experience able to talk with Pokémon, the ability to commune with Unown, and immunity to Team Galactic's Perception Filter, which plays a big part during the Battle Finale of Legend.
- Omniglot: As a result of her encounter with the Unown, Molly can speak Pokémon like Ash and co. can, except she hasn't had any aura training. Seeing as the incident that caused this was potentially life-scarring, her parents are content that this was the only side effect that directly affected her.
- Hero of Another Story: Has gone off with his sisters Anthea and Concordia, his Zorua and Reshiram to figure out the real truth of the world.
- Hopeless with Tech: His sheltered upbringing as well as his father's teachings meant that he knows very little about how to use Poké-balls, which becomes an issue when Reshiram asks for one.
- Overly-Long Name: Natural Harmonia Gropius.
- Screw This, I'm Outta Here: Flies away from Team Plasma after Reshiram detects and reveals all of Ghestis's lies.
- Aura Vision: Rui's ability to find Shadow Pokemon is confirmed to be Aura based.
- Excuse Me While I Multitask: They can't be bothered to stop bicker-flirting while Wes's Metagross wipes the floor with Cipher Grunts.
- Hero of Another Story: Have fought Cipher many times before, and Rui mentions Michael, the protagonist of "Gale of Darkness" at one point.
- Sherlock Scan: When his knowledge of Team Galactic is wiped during his conversation with Ash, he immediately figures out that it's something preventing him from remembering any information on Team Galactic. Since he can't remember anything about what Team Galactic is, he instead puts together investigations regarding what it isn't, to find its outline.