Here's the problem with Jellico:
Riker repelled the Borg invasion of the Federation and saved Earth.
Starfleet put a whole fleet up against the Borg at Wolf 347 or whatever it was called, and got their asses kicked.
Riker and the crew of the Enterprise stopped the Borg.
So in complete context, Jellico comes off as insecure and a poor judge of the people under his command in trying so hard to assert authority by bluster over Riker and the others.
Of course, Trek doesn't treat this kind of thing in any sensible context; if there's not exactly amnesia between episodes there's certainly kind of "brown-out" of memory - otherwise, why not put Riker who's clearly eminently qualified to command Enterprise in charge rather than bringing in an officer like Jellico whose command achievements couldn't possibly equal Riker's? Which tracks back, of course, to the illogic to the idea that Riker would have remained as second-in-command of Enterprise after the events of "Best Of Both Worlds" - that's an idea that can only be sustained within Trek's Bizarro Fleet (similar to the peculiar career paths of everyone who had served on the Enterprise by the time of Star Trek 6).
All true--all very, very true. By contrast, though, one figures that a (one-time) captain and crew capable of repulsing the Borg would be capable of carrying out the orders of this new captain without throwing hissy fits and sulking.
An example of Riker being written as an imbecile: when the Cardassian gul taunts the crew of the E by saying that Picard's mission has failed--
a mission the Federation has completely disavowed--the great poker player tips everybody's hand by blurting "Is he alive?" Nice one, Will, as the expression on Jellico's face clearly shows.
If I were Jellico and I had to deal with this idiot--this idiot who fails to implement a direct order (the three shift to four shift thing) and then waits until I ask him why rather than manning up and coming to me, saying "This is why it won't work" (and it
did work), I'd come to the conclusion that he was just a very lucky cretin, much Columbus was in his "discovery" of the New World.
EDIT: Indeed, I'd say this moment shows why Jellico was right in treating Riker as he did. There's no way to read what Riker was doing as anything but a power play, a dominance game played right when the Federation was on the brink of war. The scene in his quarters, when he smugly makes Jellico beg (and beg Jellico does because he knows it's the mission that matters, not his ego) just proves it.