When Did Ash Ketchum Pokémon Win His First Big Tournament?

Honestly, as a kid who binged Saturday morning cartoons and still gets a little giddy thinking about them, I always say the story has a cute twist: Pikachu is Ash's very first Pokémon partner, but the first one he actually caught was Caterpie. In 'Pokémon - I Choose You!' Ash gets Pikachu as his starter — not by catching it, but because Professor Oak gives him the electric little troublemaker. That scene where Pikachu refuses the Poké Ball and then slowly warms up is iconic for me; I used to pause it to study Pikachu’s expressions like they were manga panels. A few episodes later, in 'Ash Catches a Pokémon', Ash finally uses a Poké Ball to catch a wild Caterpie in Viridian Forest. Caterpie becomes very memorable because it evolves into Metapod and then Butterfree, and Ash’s decision to release Butterfree later made a lot of us ugly-cry in front of the TV. So if someone asks casually “Which was Ash’s first Pokémon?” you can pick your meaning: his first partner was Pikachu, but the first Pokémon he captured in the field with a Poké Ball was Caterpie. Both answers feel right depending on whether you mean “first companion” or “first catch,” and I love that little ambiguity — it’s part of what made the early series feel so alive to me.

As someone who's followed the Pokémon series for years, I can confirm 'Pokémon: Chronicles of Freedom' doesn't feature Ash Ketchum. This spin-off focuses on entirely new characters—think rebellious trainers breaking free from League traditions. The protagonist is a scrappy 16-year-old named Vega who uses unconventional tactics, like mixing moves from different types mid-battle. The absence of Ash actually works in the show's favor; it explores darker themes like political corruption in the Pokémon world without being tied to the usual coming-of-age formula. If you miss Ash, try 'Pokémon: World Champion Journeys' where he finally wins a proper league after 25 years.

Growing up, Saturday mornings meant cereal, half-watched cartoons, and that electric feeling when the 'Pokémon' theme kicked in — that's how Ash Ketchum’s journey hit me first. He starts in the tiny, sleepy Pallet Town as a ten-year-old with big dreams: to become a Pokémon Master. The setup is almost ritualistic — a visit to Professor Oak, the classic rush of getting your first Pokémon, and the twist where Ash is late and all the traditional starter Poké Balls are taken, so he ends up with a stubborn Pikachu instead. That first episode, 'Pokémon: I Choose You!', is pure childhood cinema for me. Pikachu refuses to go into a Poké Ball, shocks Ash, and almost gets hurt by a flock of Spearow until Ash stands up for him. That act cements their bond and signals what Ash’s journey will be about: stubborn optimism, forming friendships, learning from mistakes. He meets friends and rivals along the way — Misty and Brock become his first real travel companions, Gary becomes the rival who pushes him — and the whole series is structured around gym battles, badges, and tournaments, with each arc nudging Ash to grow. I still smile thinking about the early episodes where he’s awkward and raw; his victories feel earned. Watching him taught me a kind of hopeful persistence. Even now, when I rewatch 'Pokémon', that beginning still rings true: a small town kid, an unlikely partner, and a world wide open. It’s a simple set-up, but it’s why the story stuck with so many of us.

Watching the very first episode of 'Pokémon' as a kid, I was instantaneously glued to the screen when Ash and that stubborn little Pikachu first met. Pikachu refusing the Poké Ball wasn’t just a quirky plot beat — it set the tone for their entire relationship. For me, the core reason Ash kept Pikachu is simple: trust. Pikachu could’ve been forced into a Ball and treated like every other captured Pokémon, but instead Ash earned Pikachu’s friendship the hard way. That gradual building of mutual respect is the emotional spine of the series. On top of the in-universe bond, there’s the theme work: Ash and Pikachu represent friendship, loyalty, and growing together. Pikachu’s reluctance to be boxed up highlighted individuality and choice; Ash didn’t dominate, he adapted. Over time they saved each other, learned each other’s limits, and developed a layered dynamic where Pikachu acts more like a partner than property. That’s huge for storytelling — it keeps conflicts personal and stakes real. And yes, there are meta reasons: Pikachu became the face of 'Pokémon' and keeping it with Ash maintains continuity across seasons and generations. But even before merchandising, I always felt the decision was organic — an emotional anchor that allowed both characters to mature while giving viewers a reliable heart to root for. Whenever I see them together now, I still get that warm, nostalgic twinge.

I’ve tracked Ash’s routes like a travel journal over the years, and if you line up the anime arcs it becomes a neat map of the regions he’s actually explored. Starting out he’s in Kanto (the classic beginning in the 'Indigo League' era), then spends an anime-original arc traveling the 'Orange Islands'—that one’s unique to the show and not in the games. After that he moves on to Johto during the 'Gold & Silver' episodes, then to Hoenn in the 'Advanced Generation' era where he learns a lot about contests and different battle styles. From there he heads north to Sinnoh for the 'Diamond & Pearl' saga, then crosses to Unova during 'Black & White'. Later comes Kalos in the 'XY' series, and then an especially different stay in Alola during 'Sun & Moon' where he lives, studies, and eventually becomes the Alola League Champion. The modern twist is 'Journeys'—instead of settling in one region Ash travels worldwide, revisiting Kanto and Johto and visiting Hoenn, Sinnoh, Unova, Kalos, Alola again, and crucially Galar for the World Coronation Series. So, to keep it tidy: Kanto, Orange Islands (anime-only), Johto, Hoenn, Sinnoh, Unova, Kalos, Alola, and Galar. He hasn’t been a protagonist in Paldea in the main Ash timeline (that region is central to 'Pokémon Horizons' with different leads), so if you’re counting game regions Ash has been to all the major ones up through Galar, plus that anime-exclusive archipelago. Watching how each place influences his team and friendships is half the fun for me.

I still get a little giddy thinking about Saturday mornings and the way the intro to 'Pokémon' used to blast through our living room—Ash's voice was a big part of that nostalgia. In Japanese, Ash (known there as Satoshi) has been voiced by Rica Matsumoto (松本梨香) since the very start of the series. Rica's been the heart of the character for decades, not only acting but also singing many of the show's Japanese themes like 'Mezase Pokémon Master' at various times, and she brings a consistent spiky enthusiasm to Satoshi that really defines him in Japan. For English-speaking audiences there’s a split history that often comes up in fan conversations. Veronica Taylor was the original English voice many of us grew up with—she handled Ash throughout the early seasons in the 4Kids dub and became the voice associated with the Indigo League and early Johto adventures. Then, around 2006 when localization shifted hands, Sarah Natochenny took over and has voiced Ash from that point forward in the official English releases. Fans sometimes debate which voice fits better (I still belt out lines in both at embarrassing karaoke nights), but both actresses helped shape how Ash feels in different parts of the world, and both have lent the character a lot of charm over the years.

Man, if I had to pick one from pure spectacle and “wow” factor, I'd go with Greninja — specifically Ash's Greninja from the 'XY' arc. Watching that Bond Phenomenon light up on-screen still gives me chills: it wasn't a simple stat boost, it was a visual and thematic statement that Ash and Greninja could sync to a degree that let Greninja punch way above its normal weight class. I caught myself rewatching those Kalos League episodes late at night with a bowl of cereal because the choreography and speed of those fights felt next-level. That said, strength in 'Pokémon' anime isn't just raw power numbers. Ash's roster across eras has a bunch of heavy hitters: Charizard had years to grow into a tactical beast, Infernape carried the emotional grit of its whole arc and landed some brutal finishes, and Goodra brought tanky dragon-level resilience in 'XY' later on. But Greninja combined speed, versatility, and a plot-justified power-up that allowed it to go toe-to-toe with the big tournament threats. It could pull off tricky combos with Water Shuriken, Night Slash-ish moves, and had a ridiculous speed advantage. Personally, I love arguing this with friends over drinks or while grinding one of the games — Greninja wins my vote because it feels like the one Pokémon where Ash and the Pokémon truly acted like one unit at their peak. If you prefer consistent tournament performance or emotional story beats, there's legit room to pick someone else, but for pure cinematic devastation? Greninja takes it for me.

If you want the real deal, I usually head straight to the official 'Pokémon Center' online shop first — that’s where most Ash Ketchum items (hats, plushes, apparel, figures) drop and they’re guaranteed authentic. For the US/Canada there's pokemoncenter.com, and Japan has shop.pokemon.co.jp; other regions sometimes have local stores or international shipping options through the official site. I also keep an eye on the official 'Pokémon' social channels and newsletter because they announce restocks, exclusive collabs, and pre-orders there. When something I want is sold out, I’ll check major licensed retailers next: the Nintendo Store, Target, GameStop, and select department stores often carry officially licensed Ash merch. For collectibles and figures, trusted manufacturers like Takara Tomy, Bandai, and Good Smile are licensed partners, so their storefronts or authorized retailers are good places to look. Amazon can be fine if the seller is an authorized retailer — always read seller info and reviews. I try to avoid dubious marketplace listings without clear licensing tags; if the price is too good, it’s often a bootleg. If you travel, popping into physical 'Pokémon Center' locations in Japan or temporary pop-up stores at conventions is a blast — I once found a limited Ash jacket at a pop-up and still wear it. Pro tip: set restock alerts, follow legit collector communities for heads-up, and check product pages for official logos or licensing info before buying. Happy hunting — there’s always a new Ash tee or plush waiting somewhere!