Dan Dryland joined the JWF in late 2006, and had his debut match against LJ Rose. During a back and forth match, the 2 rookies were attacked by The Freek Show. Dan Dryland and LJ decided that there was safety in numbers, and began teaming, with their debut win coming in their debut match against the CarneyBoyz 2.0. However, at the end of the match, Dan Dryland and his partner were attacked by both The Freek Show and the CarneyBoyz, leaving the pair in a heap.

Dan Dryland is determined to make a name for himself within the JWF, and neither he, nor his partner LJ, will take these insults from the Freek Show lying down.

1 year later and Dan was doing exactly what he set out to do. Tag Teams like The Freek Show, CarneyBoyz and The Hellbilles had all disbanded and he and LJ had gone their own separate ways.
One month after Home Is Where The Hurt Is V Dan set out to become a dominant force in the UV Division, winning the belt in that same event. Dan would defend the belt successfully for nearly a year before his once tag team partner LJ Rose took it off of him at Home Is VI, attacking him even after the match had finished. Dan was aided by Shredd and became a member of a new Tag Team, The Reality. Both guys learned they were a formidable team and stormed through the division, hitting the top spot and claiming the JWF Tag Team Championships at Fallout 2009.