I actually think that if Levi hadn't told Jean in the end that his way is not wrong, Jean might not have pulled the whole thing with recruiting Marlo and Hitch. Without that last bit, he'd probably have lost so much confidence in himself that he would have strictly stuck by orders, at least for quite a while.

But because of Levi told him, Jean chose to trust his instincts one last time and his gamble payed off. It was definitely clear that Jean was extremely tense and aware that this was his last chance to prove himself because otherwise he'd lose all of respect Levi's respect and trust. (And it was a big thing that Levi trusted him despite Jean's recent mess up.)

I kind of think that Levi might be putting so much pressure on Historia (and to a lesser degree Eren) because they are more powerful and crucial to their plans than anyone else and if they don't perform perfectly, he thinks that everything will fail.
In contrast, he seems to be content to forgive Jean and Mikasa (the leg incident) and let them learn from their own mistakes while still making their own choices (kind of interesting since chapter 53 did establish that Levi values freedom).
Dunno, he's just way more forgiving and kind with them for any fuck up and the praise he gave Armin hints that he might be like that with him, too.
Or maybe Levi is getting sentimental and attached, despite planning to use Eren's friends in danger as a trigger for his powers. Levi did just lose another squad (though it was Hange's this time) so it would make sense if he'd be deep down relieved that he hadn't lost any of the kids on top of that, too. Obviously Eren and Historia are gone but at least they're still alive.