I would start with
Charmander, then catch small weak Pokemon like
Rattata and
Starly. I would train them up but keep them from evolving, then I would join/start Team Rocket, and steal some stronger but still pretty weak Pokemon like
Pikachu or
Meowth. I would train those up and let them evolve. Then I would mutiny Team Rocket if I wasn't the one who started it. I would then catch some better Pokemon like
Snorlax and Ryhorn. Soon I would take over my country and become a dictator. I would then send scouting teams of 2-5 people/Pokemon to other countries, once I have enough influence in the other countries I would rule them too. I would then send all my pokemon except for the first few I caught and didn't evolve roam the world punishing people who don't obey me. I would evolve my Rattata and Starly and
Raticate would be on my left and
Staraptor would be on my right and charmander would sit on my lap and I would spend the rest of my life watching different parts of the world on a giant tv screen in front of my throne.
almost forgot to mention my capture of every legendary. With all my political power I would send out small groups to catch all the legendaries and I wouldn't give up until every last legendary is in my possesion.
If anyone challenged me my team would be the following
Charmander
Raticate
Staraptor
Mew Celebi Jirachi
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