I remind you Jellico fan boys and girls what Deanna said.
RIKER: Well, I'll say this for him. He's sure of himself.
TROI: No, he's not.
The guy's a poser, plain and simple. All bluster and bluff with barely the self confidence to pull it off. Jellico sucks ass
IMHO that's a misunderstanding of the scene. He is not doubting of himself, but he is hugely in doubt that anything will end this conflict nonviolently. He reflected that sentiment to Picard personally.
Jellico said:
Let's be candid for a moment. The Cardassians aren't going to listen to reason, and the Federation won't give in to their demands... and the odds are, you won't be coming back from this mission of yours.
That is what the man who everyone put in charge expects, & it very nearly happened exactly that way. The only thing that stopped it was Jellico playing his hand exactly how he did, a method he was undoubtedly convinced was the only way to succeed, even if he personally didn't expect it to. We all doubt ourselves in some ways, but he doubts himself no more than any one I've seen, and the fact that he is tasked with carrying out a mission he (& probably some superiors) expects will fail, is enough to fill anyone with doubt about the outcome.
Jellico & Picard both got handed jobs that were last ditch efforts to avert a war, that I'd guess more than one administrator considered futile, even though they had to try anyhow. That Jellico pulled it off is pretty miraculous, & that is in no small part do to invaluable insight that he got from ENT crew members like Data & Geordi, who brought ideas & tactical options to the table that gave them an advantage
It wasn't just poor form for Troi to make that comment. It was reckless as an officer, because we don't know exactly the level of insight she possesses, but it's not as though she's never been wrong or been duped. So there's gray area, without question, & there must be an incredibly thin line between sensing someone who doubts themselves, vs someone who has doubts about what they are doing, even though they know it's the only thing they can do. We pick that lady's empathic abilities to death on these boards, but I'm supposed to accept she is 100% on this guy, about a discrepancy as minute as that?
Nah. I think Troi is reading him wrong, & it wouldn't be the 1st time for her. He doesn't doubt himself. His doubt is that anything can win the day without bloodshed. He said as much, out loud, & I'm highly suspicious that she's sensitive enough to make that distinction, in a person. So she can stuff her wildly reckless insightful offering.
The gravity of the situation was intense, and Jellico was a real hard ass. Ordering double and triple shifts and then conferring to Riker and Troi that it was a bluffing game with the Cardassians.
He never said it was a bluffing game. He said it was an intimidation game. It's not as though Picard has never bluffed anyhow. They just have the luxury of having gotten to know him better, and therefore trust him. Jellico was afforded no such luxury when he was posted there, & given a mission likely to fail, with a crew, likely to disapprove of the decision to post him there. Riker thought HE should've gotten the command. Don't you think Jellico would've known that? He KNEW he was going into an antagonistic setup. His only option was to play that role, because time & mission sensitivity afforded him nothing more. No time for a honeymoon. No time to give anyone a chance. They gotta be as great as everyone says they are... Right. Now. With him instead of Picard, because that's how the chips fell... cuz Krieger waves yada yada. (A trap to deliberately lure out Picard)
Also, He didn't "Double and triple" shifts. The shift rotation alteration meant that in a day that had 3 shifts, he actually reduced the length of a shift, by adding an additional shift, so crew would be sharper during the entirety of each given shift. Where he did increase workload, was in preliminary revamping of the ship from exploration mode to wartime mode. However, he also temporarily reassigned people to aid in that load, even though he reassigned a third of Geordi's people to security (Which btw might be pretty important if you're going to war) Geordi's only complaint was in not having the time he'd ask to complete the workload. Well, no duh... Everything about this mission is time sensitive. Why wouldn't the refit of an exploration vessel to a frontline war vessel also be?
He expects them to follow orders. He expects them to suck it up & deal with demanding time tables, because #1 that's what the mission needs, & #2, that's what they're supposed to do under those circumstances. Don't blame the man handing out the orders, blame the people who made him, or blame the enemy who forced their hand at needing to do so. Jellico is not a god. He is a man in a chain of command who 's got orders, & must give orders to fulfill his.