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Though the Pickingverse is somewhat different, it's based off the games, so here is the rival's journey.
Pokémon Fire Red/Leaf Green
Starters + First Battle (backup)
The Pokédex (backup)
Gate of Victory Road
Nugget Bridge
The S.S. Anne
Lavender Tower (backup)
Silph Co.
Pre-Elite Four Battle
Championship Battle
Before Sevii Islands
Mid-Sevii Islands
Returning to Pallet Town
Pokémon HeartGold/SoulSilver
Cinnabar Island - Insufficient Badges
Cinnabar Island - Final Badges
Earth Badge
Fighting Dojo
Pokémon Fire Red/Leaf Green
Starters + First Battle (backup)
The Pokédex (backup)
Gate of Victory Road
Nugget Bridge
The S.S. Anne
Lavender Tower (backup)
Silph Co.
Pre-Elite Four Battle
Championship Battle
Before Sevii Islands
Mid-Sevii Islands
Returning to Pallet Town
Pokémon HeartGold/SoulSilver
Cinnabar Island - Insufficient Badges
Cinnabar Island - Final Badges
Earth Badge
Fighting Dojo
