Don't the Grand Admiral and General Skywalker already know each other?
At the end of Episode 6 of Ahsoka, "Far, Far Away," Grand Admiral Thrawn gets the news that Ahsoka Tano is not only alive but that she's also on her way to Peridea thanks to the purrgil. This is unwelcome news, for that arrival could greatly thwart his plans of leaving exile and return to the main Star Wars galaxy, especially because Ahsoka already has two friends on Peridea, Sabine Wren and Ezra Bridger .
When he was found by the Empire after being exiled by the Chiss Ascendancy, Thrawn was sent to the Imperial Academy by Emperor Palpatine himself, and the two had a relationship of mutual respect. Years later, Palpatine ordered Thrawn to help Darth Vader on a mission to Batuu to investigate a disturbance he felt in the Force.
All this happens in Timothy Zahn's great novel Thrawn: Alliances and the takeaway here is that the Grysk are the real motivation for Thrawn to join the Empire. The Chiss Ascendancy itself is on the verge of civil war, with many Chiss already aligning with the Grysk against their own government. Thrawn knows the Grysk's power and methods and believes the Empire is the best possible ally for the Ascendancy in case war eventually breaks.
Thrawn is usually the most well-informed person in any room, but the answer is simple: he and Ahsoka have never actually met. Both are key characters in Star Wars Rebels, but they weren't around at the same time. Ahsoka had most of her action take place in Season 2. Her arc in the show involved her discovering what happened to Anakin and who he had become, culminating in the climactic battle at the Sith Temple on Malachor at the end of Season 2.
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