The only series of Pokemon that was worth watching was the first three series (Pokemon, Pokemon Master Quest, Pokemon Johto) the rest are lame and filled with Mary sues and Gary Stus
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The Semi Final Frontier
he goes to a another battle frontier.
yep he did win it and got all the badges to show it
Ash leaves Hoenn (Battle Frontier) in episode 468: Home Is Where The Start Is and arrives in Sinnoh in episode 469: Following A Maiden Voyage.
Yes, May returns during the Sinnoh season for the Wallace Cup competition where she meets up with Ash and Brock again.