If Grandmaster Dashi could see the current state of things, his old teammates Chase and Guan and Dojo, and the new dragons-in-training who inherited their duties, and he could say one thing about it, what do you think he'd say? What would his emotions be?
Oh, he'd probably be very proud of the dragons-in-training for already accomplishing so much in their short time, even if they screw things up sometimes. I think he would see a little bit of himself in each of them, especially in Raimundo and his quest to be a good leader while still getting at least ten hours of sleep. After all, you can't think straight if you're not well rested, can you? And he would surely like Clay's simplicity and modesty. After all, Dashi never wanted to be famous and used to keep a low profile and hang out with his piggie friends.
And Kimiko can be very creative with her tech. I imagine if he had been born in our era (or the early 2000s like in the show) Dashi would have been the same. He would totally capture Wuya in a Tamagotchi if he could and feed her things she doesn't like. I don't think Dashi has that much in common with Omi personality-wise, except maybe how they were raised at the Xiaolin temple, but canonically Dashi is really fond of the kid and I'm sure he'd smile at each of his achievements no matter how small or how big.
Out of all of them, I think he would be most proud of Dojo for taking care of the kids and carrying on his legacy. Chase's fate would sadden him, but he would still strive to see pieces of the old Chase in him. And he would tell Guan to take it easy, take a chill pill and try to live in the present for him.
Dashi would also be relieved that the kids stuck together even when their journey got rough. Like when Raimundo turned against them but came back in the end. And they freed Omi from Chase's spell whereas Dashi failed to reverse the effects of Hannibal's soup that turned Chase into a beast. I think it would bring him comfort knowing that the new dragons in training succeeded where he and his friends failed, that even though he and his friends fell apart, there's still hope for the future, and that his Shen Gong Wus are in good hands.
*The Squad is eating dinner*
Dashi: Can you pass the salt?
Guan: *throws Chase across the table*
Kimiko: What are you two arguing about this time?
Raimundo: He’s always using common phrases incorrectly!
Omi: Cry me a table, Raimundo!
Sun Wukong: Here is my wall of inspirational people.
MK: Is that a mural of you?
Sun Wukong: Yes, I am big enough to admit that I am often inspired by myself.
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Lloyd and Nya's most sibling moment ever
Does anyone know how many times Zane actually "died"? I counted 5, but I feel like there's way more
Plus that one season 1 fake out, but I don't think that counts
Sun Wukong: *Kicks the door down looking panicked*
Pigsy: What did you do?
Sun Wukong: Nobody died.
Pigsy: WHAT KIND OF ANSWER IS THAT?!
People still giving Lloyd trouble for freeing the snakes in the year 2025 like it was singlehandedly the worst thing ever to happen to Ninjago. Like Frak and Spitz are standing right there.
You ever think how if the Serpentine were never freed, these two would have eventually starved to death, lived miserable lives, may not have even been born, or, anyway, they wouldn't be here today.
Yeah, I know Lloyd freeing the snakes attracted a lot of other dangers and led to Harumi becoming the Quiet One and resurrecting Garmadon, but we learned in Season 4, ten whole years ago, that the snakes were manipulated by Chen, and locking away a whole race to slowly starve to death is a pretty messed up thing to do in the first place.
Freeing the Serpentine had some unfortunate consequences, but it was absolutely necessary. Pythor was the only real evil, the rest of them just wanted to live their lives and raise their families. Frak and Spitz are now part of the ninja's family, and humans and snakes live in peace just like it was always meant to be.
You have to look at the bigger picture.