It’s clear from the interactions between Obi-Wan Kenobi and Asajj Ventress in The Clone Wars that they’ve met before, but we haven’t read of that first meeting in any canon material…
Until now, that is.
The first excerpt from Mike Chen’s upcoming novel Brotherhood was recently released, and in it we read about Obi-Wan meeting and teaming up with Ventress as they investigate a disaster that happened on Cato Neimoidia. Kenobi was sent by the Jedi and the Republic, while Ventress was sent by Count Dooku of the Separatists. Ventress tells him that Dooku sent her because, though he speaks highly of the Jedi, he also distrusts the Republic and Jedi and therefore wants to ensure they aren’t corrupt in the investigation.
One of the things about the except that may confuse some readers at first is in trying to place when in the timeline this happens, and Kenobi alludes to this when he mentions being with the clones for weeks. This story is set almost immediately after Attack of the Clones and thus at the very onset of the Clone Wars, therefore taking place before The Clone Wars TV series starts. It’s a book about Obi-Wan Kenobi and Anakin Skywalker and their growing relationship, as during the story Anakin is knighted. Kenobi is sent to Cato Neimoidia alone, but Skywalker can’t help but get involved eventually.
So yes, we’re going to learn what that business on Cato Neimoidia was that doesn’t count, and we’re also going to see the first encounter between Obi-Wan and Asajj. It’ll be interesting to see how Kenobi learns that she’s Force sensitive and that there’s more than meets the eye with her, and I guess that will also entail him learning that there’s more than meets the eye with Dooku. That’s the part that I find most suspect at the moment, because after what happened on Geonosis in Attack of the Clones you’d think Obi-Wan would be on to Count Dooku being a Sith Lord… so it’s not entirely clear why he wouldn’t connect some of these dots sooner and why he’d work with one of Dooku’s agents.
But I’m guessing that will all be explored further in the book, of which this is just one excerpt. I’ve been looking forward to this!