My guess: somewhat inexperienced viewer, stuck around for Tim and Eric and watched the whole block, presumably Sundays, could be Something Awesome, which has been taken out of rotation to place a Gametap ad. It has a brown segment near the end, very hip-hop beat, bass drum kicks in hard, ran around that time... and he could've mixed in We Want to Come In, which has a Chapelle-ish guitar, but that could be a stretch. Dunno, really, can't work too well with the description... Do you have an idea of other bumps that ran near that time bracket that have been pulled recently? I could consult my library tomorrow

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Something Awesome -
http://www.bumpworthy.com/bumps/125We Want to Come In -
http://www.bumpworthy.com/bumps/126AS Our Friend -
http://www.bumpworthy.com/bumps/242 (haven't seen it in a while, but I could just be distracted... slow then kick drum thing, still)
and since it's around that time bracket, Against it With You -
http://www.bumpworthy.com/bumps/119The other thing I can suggest is hitting the search for card-ish and surf for a while. I think he has some big mix-up in, but the tune's bound to have been used in the card-ish bumps at least once.
P.S. Umm, the search is a little off, had to go through Manage to find those ones.