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How is it a guaranteed loss when Dragonite can wake up at any moment? And how is it worse to to leave Dragonite defenseless against Spiritomb than sending out later to be defenseless against any of Cynthia's other juggernauts? Dragonite's already asleep, so Hypnosis is no longer a threat to it...

I don't recall Spiritomb actually taking any damage from Dragonite, and even if it did, it was so little that it was fully healed after the first Dream Eater. Beyond that point, Dream Eater only functions as a (non-stab) damaging move. Recalling Dragonite wouldn't increase it's chances of waking...

Switching out wouldn't really have helped since Dragonite would still be asleep whenever Ash sent it back out. In that situation it really is best just to hail mary and hope it wakes up in time. It would be different if Spiritomb wasn't already at full health because then Dream Eater would be...