Gary Matheson was a co-worker of Nathan Scott who worked at Hot & Twisted. He was also Tree Hill High student who was in the same history class as Nathan.
When Nathan applies for a job at Hot & Twisted, Gary accepted, he later revealed he knew Nathan but his memory was cloudy. He told Nathan that him and his Raven friends beat him up one night and Nathan remembered. Nathan later apologizes and Gary accepts his apology and Nathan invites him to the party he was throwing but Gary declines and finished cleaning up and sorting inventory for Hot & Twisted.
During Nathan's bachelor party in Near Wild Heaven Gary shows up as an invite from Nathan. After Tim doesn't recognize him Gary comments that even the losers don't know who he is. Nathan would later quit his job and not stay in contact with Gary.