In book 12, Odysseus and his men are stranded on the island Thrinacia. Following the instructions previously given to him by Circe, Odysseus instructs his followers not to kill the cattle. His men initially comply, but as hunger builds among them, they rebel against Odysseus's command, slaughtering the cattle for food. Outraged, Helios intercedes with Zeus, who later responds by destroying Odysseus's ship with a thunderbolt, with Odysseus himself the only survivor.
This is one of the most powerful scenes that relates to the temperamental nature of Odysseus's crew. Stuck in the same extraordinary circumstances as Odysseus himself, you can observe their loyalty breaking down from time to time, leading to acts of rebellion. However, I do not think this is a lesson Odysseus needs to learn, given the crew's earlier rebellion after Odysseus's initial encounter with Aeolus (this can be read about in book 10). With that in mind, I would suggest that Odysseus would have already been well aware of his crew's potential for disloyalty and that this particular lesson would not have been one he'd have needed to learn.
I think the strongest lesson would be found not in the crew's act of rebellion (slaughtering the cattle), but in its consequences, when Zeus shatters the ship with a thunderbolt, sending Odysseus and the wreckage back to be swallowed by Charybdis. Throughout the Odyssey, Odysseus regularly displays a brazenness about him, holding faith in his own abilities to see him through: we see this reckless element, for example, when he taunts the cyclops (drawing Poseidon's ire), or later, in his decision to listen to the sirens, even while knowing the effect they have on listeners. He has certainly faced danger and extraordinary loss, but up to this point, the narrative has been a heroic one, with Odysseus escaping or overcoming these challenges.
But this is a moment of total defeat, where Odysseus is completely helpless and can only rely on the favor of the gods to see him through. If there is a lesson that is to be learned, I think it lies in this experience of failure and vulnerability as he is pushed onward to Calypso's island.