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Still there's only so much information you can gain from looking at a vase or sculpture. I mean, what could analysis of The Scream possibly tell anyone about how to defeat the Norwegian army? Seeing what a culture values most can be a starting point for deducing their weaknesses, but Thrawn carried that to whole new levels... one might say ridiculous levels.
I've been rereading the thrawn trilogy and after almost a year and a half after reading Dark Force Rising. I finally read The Last Command (couldn't find it in any bookstore for some reason) and i have come to the conclusion that ... Thrawn is as OP as a villain like the super star Destroyers in the mod. He is as omniscient as the air around you. I understand a tacticians intuition but what the FU... FORCE?! "Look at this painting... OK time to defeat the enemy" Do not get me wrong, I LOVE Thrawn. He is one of my favorite characters in the Star Wars universe and he doesn't shoot lightning and swing lightsabers. Hes an ordinary Admiral who led an almost impossibly genius campaign against the New Republic but the way Timothy Zahn had his military foresight work almost made me guffaw more than once. I remember hearing that he is supposed to be a composite of many famous generals and even our beloved detective Sherlock Holmes but seriously? Getting a military battle plan from reading a couple of squiggly lines? Seriously? If they took that part of his character out his art of war would've been more believable but only a little bit. My feelings and opinions of Thrawn are of admiration and slight "what the hell"- ness? I admire him because of the fact that he reminds me of a handful of commanders from our world who have beaten back the enemy through superior tactics instead of numbers and sheer force. Naval commanders like Admiral Yi Soon Shin of Joseon Korea and Admiral Nelson of the Royal Navy and even Admiral Drake at Gravelines. But even those commanders who won stunning victories against their enemies time and time again did not EVER used a painting to beat their enemies.
but then again we're talking about a universe where people can move planets with their minds
I think the real mistake across that campaign was Kaine's failure to commit the Pentastar's resources entirely to Thrawn's campaign. With the financial power and resources of the Pentastar, Thrawn may have been able to push the New Republic into an untenable position. Of course, it would have ended the same way it always does... a Republican plot device.