I hope the topic title doesn’t get me in trouble around here, but please, hear me out.
It has been shown time and time again in various media, that Bail Organa’s heart is very much in the right place, but what about his head? Some of the content that came out this year seems to raise serious concerns.
In chronological order, the first major culprit is Resolve, the final episode of the Tales of the Jedi animated miniseries. If you look at its events strictly from the imperial perspective, Bail’s actions seem very careless. First the Empire receive a report of a suspected Jedi presence on Mon-Hella. They send out an inquisitor, who goes missing. Some time later senator Organa, a known Jedi sympathiser, just lands there with his flagship to do whatever.
The Obi-Wan Kenobi series depict several instances of Bail acting extremely foolishly, with his ill-advised phone call to Obi-Wan in Episode 5 being perhaps the main offender. But in context of the larger continuity, it goes deeper than that. The Rebels show previously established, that it was senator Organa, who confirmed Kenobi being killed (which in itself seems very suspicious and at the very least Reva wasn’t too convinced). But then the Empire officially finds out that Kenobi was indeed alive as late as 9 BBY, which really makes it seem like they should have some questions for the impetuous senator.
I realize these discrepancies are more than likely the result of flawed writing and Bail is not really meant to be stupid, but now I kinda want Andor Season 2 to make a plot point of Luthen refusing to work with Bail Organa because of the massive bullseye that man managed to paint on his own back. It also doesn’t reflect all too well on Tarkin, who really should have taken Bail in for questioning before ordering his planet to be destroyed.
What do you guys think? Is this something that could somehow be worked into the actual canon, either by establishing Bail as a very unreliable ally or perhaps making his actions somehow make sense, or is this not an issue that needs to be addressed in any way?
Also, as a side-note, according to the currently available canon, Bail doesn’t inform Ahsoka nor Obi-Wan of each other’s being still around, despite being in contact with both of them. I can kinda see him wanting to keep Obi-Wan an absolute secret and until this year, we could just assume he didn’t speak with Kenobi after the events of ROTS to even have a chance to mention Ahsoka to him. But then again, we could still somehow find out that Kenobi was actually well-aware of Ahsoka’s survival.