The lesson in this case is really taught very concisely and clearly by Riker himself.
Riker answers that age difference is not relevant in the mission. He educates Wesley, that responsibility and authority go hand in hand with command and that the goal is to have Wesley make a few decisions which will lead him to a pattern of success and help build his self confidence in command.
Riker warns Wesley that if he (Wesley) has no trust in his own judgment, then he does not belong in the command chair; being in command means, that if you are wrong in making a decision then you are wrong - just accept it.
Riker tells Wesley that it is arrogant to think you will never make mistakes.
This is great advice for all new managers and overconfident managers also. It is perhaps the height of hubris indeed to think that one will never make a wrong decision.
When Riker tells Wesley to always ask the question 'What would Capt. Picard do?' in the situation, Wesley says the Capt. Picard would ask everyone's opinion and then make his decision. When Riker queries further, why doesn't anyone question Capt. Picard's decision, Wesley can only answer, 'Because Capt. Picard is Capt. Picard' - meaning Capt. Picard's command decision stands on its own merits and based on the Captain's reputation.
Therein lay the answer to this question of command.
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