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The group first gained popularity in 2003, when their video " Gym Class " became a viral hit.
In 2006 the group released a video titled " One Picture Every Day ," starring Ben Popik and featuring an original song by former member Jesse Novak.
The sketch, a parody of an internet phenomenon popularized by Noah Kalina and Jonathan Keller, rapidly gained popularity on YouTube, where it has been viewed over three million times.
The video has since been featured on Good Morning America as well as a Mountain Dew ad campaign.
On January 17, 2007, Olde English announced that its videos would be regularly featured on the comedy website Super Deluxe.
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