It was from his days at Gamespot. I wasn't around for the inception, but it's a direct quote - aimed toward a game, I believe - that was turned into this image:
The first time I heard it was on a 2007 ep of the HotSpot. Can't remember the actual context, but Vinny was asking Jeff if something was more than 100%. Jeff then replied "You can't beat 100%, Vinny".
Sorry for necroing this topic, but I was listening to This Year Hotspot 2007 and stumbled upon the phrase in question. It was about Play The Industry, a hip-hop RPG.
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