Game:

Pokémon Stadium 2 (2000)

Duration: 9:15

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Here are the team of Pokémon in this video, which was decided by the random number generator.
P1 Team: Omastar, Wigglytuff, Feraligatr, Magcargo, Mankey, Ninetales
CPU Team: Ivysaur, Skiploom, Machamp, Poliwag, Raticate, Gligar

Then, I will list the moves for each Pokémon in battle, starting with my team.
Omastar: Water Gun, AncientPower, Spike Cannon, Bite
Wigglytuff: Double-Edge, Fire Punch, Disable, Sing
Feraligatr: Water Gun, Dig, DynamicPunch, Leer
Magcargo: Fire Blast, Rock Slide, Smog, Amnesia
Mankey: Cross Chop, Strength, Double Team, Screech
Ninetales: Fire Blast, Quick Attack, Roar, Safeguard

The CPU's team of Pokémon and moves.
Ivysaur: SolarBeam, Fury Cutter, Leech Seed, Sunny Day
Skiploom: SolarBeam, Headbutt, Synthesis, Sunny Day
Machamp: Submission, Fire Punch, ThunderPunch, Scary Face
Poliwag: Hydro Pump, Body Slam, Hypnosis, Rain Dance
Raticate: Super Fang, Hyper Fang, Pursuit, Scary Face
Gligar: Slash, Faint Attack, Guillotine, Sand-Attack

I have made it to the 100th Pokémon Stadium 2 Free Battle video, and I don't get a good lead for the start of the battle as I have Omastar while the CPU led with Machamp. I wasn't sure about switching out or not, but decided to keep Omastar in and get in some damage on Machamp before it faints, and I don't need Omastar for any of the Grass-types on the CPU side.
The best that I have for damage is Ninetales's Fire Blast, but I do have Magcargo to fight the Grass-types with Fire Blast, although it does come with being neutral to Grass-types while Ninetales can resist them.
The tricky opponent is Poliwag as I don't have many Pokémon that have an advantage against it, well I do have Wigglytuff, but I don't want it to take Poliwag's Hydro Pump, so my best shot was to try and use Feraligatr's Dig to make Poliwag run out of Hydro Pump, but sometimes it can use Body Slam instead.
While I do have Mankey for the type advantage over Raticate, it cannot switch in as Mankey will take a hard hit, and it is not that defensive, it doesn't also help that Cross Chop doesn't have the best accuracy when trying to land a hit on Raticate to take it out.
Then we have Gligar, which the CPU likes to land Guillotine off with all the time, my best way to fight it is to have whichever Pokémon I have remaining to try and fight against it, that would be the case if Gligar is the last Pokémon used, but when trying to keep my options for the CPU's remaining Pokémon, Gligar is the one to watch out for.
The other advantage to Magcargo against the Grass-types is that I can use their turn charging up SolarBeam to use Amnesia to boost Special Defense, that way Magcargo doesn't take too much damage from the SolarBeam.

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