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rate my dark theory:
Cynthia (#2) and Steven (#3) had a conspiracy during M8.
After failing to dethrone Leon for years, they acknowledged that their teams simply aren't suited for beating Leon.
Thus they agreed to let themselves be defeated by Ash, #8 rookie. Their goal was to let Ash become monarch, wait a year, and then defeat Ash so the road to #1 is finally free for them.