As they're in the shadows, any stories they feature in would have to resist the urge to do random cameos. Can they? Not so far.
For it to work for me, we need a small story about negotiating a peace between two tribes of Tuskens or something. No sabre duels. No cameos. Tell your own story, don't tie into anyone else's. Darth Vader doesn't show up for no reason at the end.
Maul is tricky because he's basically in his own weight class. He can't take any of the true heavy hitters, but is too strong for most of the ground level characters, so it's very hard to have dramatic tension.
In terms of feeling out the audience, "Solo" struggled at the box office, while "Rogue One" didn't. No one needs to wait for permission to do new things. Write that political thriller in the Senate (either one). Write that sitcom about three Duros brothers doing spaceport security. Some of em will fail but that's fine if your metric for success isn't a billion dollar hit.
I don't think that you have to entirely resist the urge for cameos of sorts.
The Mandalorian is a pretty good example of how they're willing to tread the line between connections to the original and showing us something new.
I'm all with you on the Obi-Wan stuff. I'd very much like to see him try to settle in to seeing things from Qui-Gon's point of view, since he was still a padawan back when they were on Tatooine together. There's a lot of interesting stuff to be had just in him trying to learn from his former master. There are lots of interesting stories that they can tell that connect to him learning about The Force outside of the structure of the Jedi Order. Especially after living in the shadow of what his student became, I can very much see his protection of Luke being like looking out for the Younglings that he couldn't save from Anakin. By the same token, it'd be interesting to see him try to navigate interactions with things like the Sand People, Krayt Dragons, and the other backwater scum that inhabit the world while not drawing undue attention to himself – the opposite of
The Mandalorian in that respect. He'll have to figure out how to do the right thing but also not become the center of involvement. There are moments that would still allow for moments of him being a Jedi covertly, and
Star Wars Myths & Fables outlines a pretty solid one around the Tuskens and a Krayt that is the sort of thing that I think would work spectacularly.
Maul actually has a really good position to work in. We know that he's the head of Crimson Dawn, which provides ample opportunity to delve into things like the Pikes & Hutts and non-film worlds the fans love like Nal Hutta & Nar Shadda. Being able to delve into the Star Wars criminal underworld with someone you know ISN'T a good guy but whose story you're still invested in is a DAMNED solid background for interesting moral grounds. Again, to pose against
The Mandalorian, this is what it would be like if our main character didn't go back for The Child – but we also don't expect him to. At the same time, we also know that The Inquisitors have been and are actively hunting Maul by the time we see him in
Solo, since he's in possession of one of their lightsabers. This also gets to revel in being somewhat the opposite of what Obi-Wan is, because Maul
WANTS power, infamy, and recognition but he also needs to figure out how to embrace those things from the shadows after what happened on Mandalore.
Jedi: Fallen Order does a really damn good job of utilizing the Inquisitors as characters, and because of the way that they're Jedi who are tortured into a dark version of what they were before will give the foil to have Maul look into himself and his hatred – where we know that he fails to ever find the exact answers he seeks, but he starts exploring other paths since his hatred for Palpatine drives him closer to identifying with the fallen Jedi, but without ever quite getting there and eventually leaving him as the person who attempts to take up Ezra under his wing.
When it comes to reception, there's a lot more to it than that, though.
Solo had a lot of uneven feelings around it when it came to casting, but also because it was always surrounded by the hesitance from the change in directors. On top of that, it came out six months after
The Last Jedi, whereas every other Star Wars film has had a winter release with at least a year of breathing room – not to mention the way that
The Last Jedi stirred up a lot of emotion among fans that was still very much an active topic at the time. Additionally,
Solo's been pretty well received outside of theaters, and there's generally a lot of positivity about the film and not nearly as much negativity around it.
Rogue One also delivered on the look of
A New Hope as people remember it in their imagination and thrives heavily off of its connection to the film that follows it chronologically.
Again, the risk at this point is that the have to ensure that whatever they're doing with Star Wars now gives both the audience and the folks who invest confidence that what they're doing is being approached with care, and also in a way that has legs to carry ideas forward, not to mention helping to propel Disney+ as a service. That's why
Obi-Wan being a bit too close to
The Mandalorian definitely merits some time to think through the specifics of what they want it to achieve.
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