The pirate first appeared in a flashback when Alexa told Ash and his friends the story about how she found information about a treasure while she went to a pirate museum; this treasure belonged to the pirate. Alexa then told the group that he hid his treasure on the Decolore Islands and the deserted island they were heading to happened to be one of them. Afterwards, the pirate left behind a map, which Alexa retrieved earlier as she wanted to know more about the treasure. The pirate later reappeared in a flashback after the group recognized the Ninetales to be his Vulpix, which was present on a painting depicting the pirate.
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Vulpix → Ninetales
The pirate had a Vulpix perched on his shoulder. After the pirate disappeared, Vulpix stayed on the island where the treasure was hidden with the other Pokémon. It was revealed to have evolved into Ninetales afterwards.
At least one Honchkrow was part of the pirate's Pokémon crew and multiple later appeared on the island with the treasure. When Ash and his friends went to the island, the Honchkrow were the first Pokémon the group saw.