In early 2007 when I was a teenager, I'll admit to watching some of his Diamond playthrough. Wasn't piss your pants funny, but it was quite enjoyable for a while.
He also, at the time did some Wi-Fi battles that were ok, although it's not like his videos were anything special.
Now I get the feeling that he thinks he fucking runs this shit
"Ok YouTube, sorry I have to leave, don't cry, I'll be back soon"
"Yo yo yo YouTube, I'm back, did ya mis me, did ya miss me?"
And I if I'm not mistaken, he makes money off of his channel. Which would be a bit more admirable if he at least played some indie games to get obscure devs some attention rather than uploading what he knows will be popular. Although it doesn't bother me that he's making money from GF's content as much it would, because GF are fucking raking it in as it is.