Game:

Pokémon Stadium 2 (2000)

Duration: 34:57

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Here is Poké Cup Great Ball, I won't explain too much as the start because it took a lot of description space when trying to go over items and moves for the opponents. I went with a team that had some good attacks to help out against most of the opponents in Great Ball.
I will list each Trainers, and the nicknames of the Pokémon, with the species name of the Pokémon in brackets, as well as their held item.
Battle 1: Pokéfan Carmen
Pikachan (Pikachu): Thunderbolt, Thunder Wave, Double Team, DynamicPunch (Light Ball)
Meowan (Meowth): Pay Day, Faint Attack, Screech, Thief (Quick Claw)
Fairyan (Clefairy): Encore, Metronome, Sing, Moonlight (PSNCureBerry)
Shuckan (Shuckle): Encore, Safeguard, Swagger, Wrap (Mint Berry)
Togepan (Togepi): Sweet Kiss, Encore, Metronome, Charm (King's Rock)
Mr. Miman (Mr. Mime): Psybeam, Encore, Substitute, Reflect (Focus Band)

Battle 2: Youngster Wyatt
Ivyiny (Ivysaur): Razor Leaf, Leech Seed, Synthesis, Sweet Scent (Quick Claw)
Skipiny (Skiploom): Leech Seed, Cotton Spore, Mega Drain, Sleep Powder (PRZCureBerry)
Ottoiny (Pidgeotto): Mirror Move, Sand-Attack, Whirlwind, Wing Attack (Sharp Beak)
Rinainy (Nidorina): Headbutt, Double Kick, Iron Tail, Bite (Bitter Berry)
Dittiny (Ditto): Transform (Focus Band)
Heracriny (Heracross): Fury Cutter, Reversal, Headbutt, Counter (SilverPowder)

Battle 3: Firebreather Cliff
Hotrapid (Rapidash): Sunny Day, Fire Spin, Stomp, Toxic (Berry Juice)
Hotmagm (Magmar): Sunny Day, Confuse Ray, Flamethrower, Rock Smash (Quick Claw)
Hotcubo (Cubone): Sunny Day, Thrash, Bone Rush, Fire Punch (Soft Sand)
Hottails (Ninetales): Sunny Day, Confuse Ray, Flamethrower, Fire Spin (Berry)
Hotfurr (Furret): Sunny Day, Slam, Fire Punch, Ice Punch (King's Rock)
Hotplume (Vileplume): Sunny Day, Stun Spore, SolarBeam, Acid (MiracleBerry)

Battle 4: Biker Dillon
Bell-Weep (Weepinbell): Toxic, Wrap, Razor Leaf, Sweet Scent (Miracle Seed)
Do-Arias (Ariados): Night Shade, Scary Face, Dig, Attract (Focus Band)
Slash-Sand (Sandslash): Mud-Slap, Earthquake, Thief, Rock Smash (Bitter Berry)
Fing-Kof (Koffing): Explosion, Destiny Bond, Sludge, Haze (Quick Claw)
Spar-Dun (Dunsparce): Glare, Screech, Rollout, Swagger (Leftovers)
Pharos-Am (Ampharos): ThunderPunch, Thunder Wave, Iron Tail, Headbutt (Magnet)

Battle 5: Teacher Molly
Ledied (Ledian): Baton Pass, Supersonic, Agility, Ice Punch (Focus Band)
Kadabed (Kadabra): Psybeam, Future Sight, Reflect, Recover (PRZCureBerry)
Aipomed (Aipom): Baton Pass, Agility, Shadow Ball, Swagger (Berry)
Girfed (Girafarig): Baton Pass, Agility, Double Team, Psybeam (Quick Claw)
Manted (Mantine): Confuse Ray, Surf, Take Down, Wing Attack (Berry Juice)
Naired (Dragonair): DragonBreath, Thunder Wave, Headbutt, Fire Blast (King's Rock)

Battle 6: Sage Chen
Spinage (Spinarak): Spider Web, Screech, Swagger, Night Shade (MiracleBerry)
Jynxage (Jynx): Mean Look, Lovely Kiss, Nightmare, Powder Snow (Quick Claw)
Hauntage (Haunter): Mean Look, Confuse Ray, Curse, Destiny Bond (BlackGlasses)
Misdrevage (Misdreavus): Mean Look, Confuse Ray, Pain Split, Toxic (Focus Band)
Krowage (Murkrow): Mean Look, Pursuit, Faint Attack, Thief
Zubage (Zubat): Mean Look, Confuse Ray, Haze, Giga Drain (King's Rock)

Battle 7: Pokéfan Baxter
Sunfloal (Sunflora): Petal Dance, Synthesis, Sludge Bomb, Mega Drain (Miracle Seed)
Lickal (Lickitung): Supersonic, Screech, Earthquake, Surf (Focus Band)
Lantal (Lanturn): Confuse Ray, Spark, Hydro Pump, Take Down (Bitter Berry)
Magcaral (Magcargo): Rock Slide, Flamethrower, Amnesia, Smog (MiracleBerry)
Octillal (Octillery): Psybeam, Octazooka, Return, Aurora Beam (King's Rock)
Pineal (Pineco): Double-Edge, Protect, Explosion, Rapid Spin (Pink Bow)

Battle 8: Pokémaniac Pedro
Dramania (Seadra): Surf, Twister, Agility, SmokeScreen (Mystic Water)
Pupimania (Pupitar): Crunch, Rock Slide, Earthquake, Sandstorm (Quick Claw)
Kingmania (Nidoking): ThunderPunch, Fire Punch, Ice Punch, Roar (Focus Band)
Catemania (Raticate): Super Fang, Hyper Fang, Pursuit, Double Team (Scope Lens)
Nocmania (Noctowl): Hypnosis, Foresight, Steel Wing, Confusion (Metal Coat)
Tangmania (Tangela): Mega Drain, Stun Spore, Slam, Return (MiracleBerry)

For what strategy each opponent has, the first opponents uses status moves like Encore, Metronome, and Substitute, and the Pikachu does have a Light Ball which doubles its Special Attack. The third opponent likes to use Sunny Day to power up Fire-type moves, the fourth opponent has moves that inflict status conditions, like Toxic and Thunder Wave, the fifth opponent specializes in Baton Pass, the sixth opponent uses Mean Look or Spider Web and status moves like Swagger, Screech, Destiny Bond, and Pain Split, don't know why Haunter has BlackGlasses when it has no attacking moves, the seventh and eighth opponents don't have a set strategy, but they do have a balanced team to watch out for.

Other Statistics