Imagine how Picard would've reacted in Encounter at Farpoint if he left his ready room two hours after giving an order and found that his ship was in two pieces because Riker disagreed with it.
That's an alternate timeline I would like to see

Picard gives him the order and then finds Riker hitting on some girl in ten-forward.
I guess I'm on Riker's side because by this point he'd proven his leadership abilities in BOBW, and we know he's been offered his own command. So if Riker thinks something wouldn't work it's probably worth bringing up to the captain. "I bring all the alternatives to the captain's attention."
And the difference between Jellico / Riker and Riker / Shelby is that by the end of BOBW, Shelby and Riker both respected each other. By the end Chains of Command Jellico and Riker still hate each other.