So, I decided to write this post instead of doing the work I'm supposed to be doing.
This is going to really ramble, so hit the eject button now if you know what's good for you.
First, let's talk Luke/Grogu. I went from wondering what Luke's problem was last week with the choice to make to feeling like they sort of put a fast one over on us. Going into that scene where he asks Grogu to choose, Luke knows that Grogu is "remembering" his skills more than Luke is teaching him, and Ahsoka has given him the whole back story about Grogu and Mando's bond.
Luke's compassion and love are what allowed him to redeem Vader at the end. His acceptance that he couldn't save all of his friends allowed him to leave them to their fates on Endor and in the space battle. He had to go the personal route. When he tried to save everyone before, everything went to hell and the only thing that kept Leia and Chewie from being Imperial prisoners was Lando growing a pair; Han was lost to the Fett regardless and Luke lost his hand and his lightsaber (which I believe was caught in mid-air by Maz Kanata, who happened to be painting the bottom of Cloud City that day).
In giving Grogu the choice, Luke is trying to avoid repeating Obi-Wan's mistake, which was not necessarily to train Anakin, but to ignore the obvious signs that he wasn't cut out to be a Jedi because of his inability to separate his possessiveness from his duties to protect everyone.
The prequels don't do the best job of showing that Anakin is The Chosen One in my opinion. In hindsight it would have been great to see him doing things that seemed impossible even for the Jedi, and thus made them look the other way about his attachments to his mom and Padme and his rule-breaking. I wish they could have made him similar to Sir Lancelot in Arthurian lit where they call him "first among equals". For a reference we can all get, Anakin is the prequels Johnny Manziel. You know he's breaking the rules, it's really obvious what he's up to, but when it's go time, he's so much better than everyone else that you look the other way because of what he delivers.
Obi-Wan clearly knows Anakin's romantically involved with Padme, but knows that reporting it to the Council would get Anakin kicked out of the Order, and even if it wasn't the Clone Wars where they need every Jedi they can get, they're friends, and he doesn't want to do that to a friend. Moreover, Obi-Wan doesn't want to fail Qui-Gon again. He thinks he failed him by not making it through that last ray shield thing in the Theed Power Core place, he can't bear to fail him again by not training Anakin up to be the legendary Jedi Qui-Gon thought he could be. But he knows Anakin's priorities aren't right to be a Jedi. He'd sacrifice the entire Order to save Obi-Wan or Padme without blinking an eye, and ultimately does so.
Now, let's put that lens on Luke finding Grogu. He's the same species as Yoda, the most important teacher in Luke's life and a one-in-a-trillion being, who was the greatest of all the Jedi. Meeting another being of that species who can use the Force, Luke feels that he MUST train Grogu, because he's a holdover from the Old Republic, and because if he can be even half the Jedi that Yoda was, he could lead the new Jedi and be their teacher for centuries moving forward. Plus, how could Luke look at Grogu without seeing Yoda? He must have felt like the Force had guided him to that exact spot, connecting the past and future of the Jedi. Had Grogu been an Ugnaught or a Bith or a Bothan, Luke wouldn't have felt that same desperate need to train him to be a Jedi that he clearly feels with Grogu. The familiarity of it makes it impossible for him to stay neutral. And in that, the questions that Ahsoka asks Mando when he is wanting to go see Grogu are probably questions Luke has to ask himself. Why is he so desperate to train Grogu? Why does he offer him Yoda's lightsaber? It feels like he's trying to bribe him into being a Jedi.
Ahsoka then gives Luke the best advice there is, to trust his feelings. I think Luke goes into the last scene with Grogu having read Grogu's feelings and already knowing the answer before he poses the question. The lightsaber is flashy and pretty, but it is a toy next to a gift from Mando, and the symbolism behind it that Mando has been there, is thinking about him, and wanting to know he's all right. At that moment, Luke realizes that having the Force doesn't mean you have to be a Jedi, nor does having the Force mean you can only be safe if you train as a Jedi. The galaxy's full of trillions of beings with no Force powers who keep themselves safe in a trillion different ways. Luke realizes that Grogu's attachment to Mando is more important to him than being a Jedi, and that trying to make him remain a Jedi risks him becoming another Anakin and falling to the Dark Side.
Then we come to the case of Ben Solo, whose mother felt the Dark Side in him at early ages, but only asked Luke to train him when she felt it growing stronger. Luke avoids temptation with Grogu, but can't do it here, because his only true family - his sister - is asking him for help. Her son needs training, and Luke is the only person she trusts. It is the exact situation that Obi-Wan faced with Anakin and Qui-Gon; the person who means the most to you in the world is asking for your help to train an unconventional student. Luke's twin sister is asking for his help. Obi-Wan is asked for help by the man who has been his father figure and is now dying. Both act against their better judgment and say yes.
A second subject is that The Book of Boba Fett is about evolving.
Fett evolves past his bounty hunter ways to try and go straight and help other people.
Mando evolves past the need to be a member of the Watch, realizing that the Creed itself is more valuable to him than the people who set the rules, and that he can be a Mandalorian by his own definition.
Grogu evolves past the point of being told who and what he is and making the decision himself.
Luke evolves past the all-or-nothing, you must be a Jedi mentality that he had at the end of S2.
