Maybe Jay seemed very judgmental or suspicious about Jeff's motives because his perceived "knowledge possesion" was in fact clairvoyance. Maybe Jay knew that Jeff aspired to become a synth-pop superstar before Jeff did.
It all seems like fodder for the next great emo record.
Tweedy interview at the Onion AV Club
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Tweedy interview at the Onion AV Club
Posted yesterday, a fair amount of discussion about UT and Jay:
http://www.avclub.com/content/interview/jeff_tweedy
http://www.avclub.com/content/interview/jeff_tweedy