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Because it's boring. The only time it worked was the Kanto saga because it was the first series. In Johto he didn't really need all 3 starters and neither did he in Unova. It also limits what type of pokemon Ash can get because in most series he doesn't get more than 5 pokemon. If Misty got...

It's times like this you realize how badly handled the Johto and Unova teams were. I don't know what the writers were thinking not fully developing those teams and giving him some standout pokemon. Blows my mind people think Ash getting all the starters is a good thing.