I think you may be referring to the original Gawker article that broke the story of the first video. I remember reading the list of those involved in the scene and distinctly recall the mention of "a prominent television hockey analyst" or a similar term. I'm a big hockey fan and most of the analysts drive me crazy and I've thought back to reading that line many times. I've spent considerable time trying to determine who it might be. I considered Cherry - he's crazy enough & has Ford ties but he's just too old to party that hard & lives in Kingston.
After consideration of all possible candidates (and this is just my personal opinion), I arrived at the conclusion that the analyst in question is likely Glen Healy. Terrible analyst, lives in the city, doesn't seem to travel that much, lots of time on his hands. That's where I'd place my bets.
So, in summary, it was the first Gawker article, I believe.