Hermempirescraft Jimmy should still get canary wings except this time he has two servers’ worth of People With Experience to help him.
YESSSSSS - although given who we're dealing with here, I'm not exactly sure if "help" is the right word -
Jimmy's wings start coming in a week after the Hermempirescraft fusion. By now, he's just about figured out that something about him spells bad news in situations where death is a possibility. Every time he's walked past the Boatem hole, somebody falls into it, and he's completely given up saying hi in chat in the morning because of how often the greeting is "coincidentally" followed by a death message. In this world, though, respawn seems to be a more sure thing than in the Empires world alone, so it doesn't really cause him any stress. It's just funny and kind of annoying. The wings, though...are a bit harder to come to terms with. It was just really sudden, and it itches, and how is he supposed to use these things when he can barely even land with an elytra without breaking an ankle on a good day - !
Thankfully (?) he has Grian and fWhip! They're here! They have wings! They're ready to help! By giving wildly conflicting advice! Loudly! At the exact same time! :D
Grian genuinely wants to be helpful, but he's just had his wings for so long that he doesn't really serve as a great teacher for how to adjust to them at the beginning. Also, his "bully Jimmy" instincts are so strong that most of his "advice" just boils down to flying loops around Jimmy's head while saying "why can't you just do this, Tim! Just fly like this!" Meanwhile, fWhip has a lot more recent experience with navigating newfound winged-ness, but his daredevil tendencies really don't mesh well with Jimmy's desire to Not Die Eight Million Times in the process of learning. Any question along the lines of "well how did you figure this part out?" usually ends up with fWhip showing off his wide collection of scars from minor scrapes and scratches earned bouncing off rooftops and clipping fences as he zoomed around the Grimlands to improve his muscle memory.
Between the two of them, though, Jimmy does learn a lot! By flying away from them. Rapidly. They've concocted some game for him to "improve reflexes" that involves playing chicken with a piece of lit TnT, and Jimmy isn't really sure where this whole thing went so badly off the rails but he knows damn well he doesn't want anything to do with that -
Of course, after he does manage to get airborne in the combination of panic and explosion updraft, fWhip and Grian claim that that was their plan all along and are very pleased with themselves for being such good teachers. They genuinely are proud of Jimmy, though! They take off and fly with him as he woops and spins and enjoys the feel of the breeze through his new feathers, and they all land in a laughing heap when Jimmy realizes he doesn't have the built up muscle to stay flying for long yet. That will develop with time, though - time, more "fun games", and many more teaching sessions to come.