Well in Cybertron the original version of VR Troopers he was the mentor character, and the Skugs did attack the dojo a lot so probably.
I sometimes like to joke that maybe in The Dojo Plot he secretly saw them talking to the Professor, and saw them transform into Battle Grid mode, and that's how he found out they were the VR Troopers though this is going by production order where The Dojo Plot was episode 6 of the show.
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