Oooo… Thank you for the idea BlackHawk. Very interesting idea, which I think you’ve sold me on.
I think that the way I’d use this idea would be mostly to flesh out the main characters - primarily Anakin, Luke, Han, Leia, and Obi-Wan - along with the ethical questions and themes, rather than just the story. And so, something with Boba would be a bit out of place. But the idea is something I feel myself falling in love with.
Switching time frames would definitely work with Star Wars’ back-and-forth style of storytelling.
With the idea of Luke going to Obi-Wan’s home would work well, with Luke building his lightsaber there, learning from Kenobi’s journal as you said - could reveal much more than Obi-Wan would openly say to Luke - and finding Kenobi’s old Jedi armour - which I will have him wear in the last part of the Saga