Skepple was born in
New Winthropes,
Antigua, and played for several teams in Antigua before attending college at
Indiana Wesleyan University, United States, where he played from 2004 to 2007. In 2005 he was, along with compatriot Troy Mellanson, member of the MCC All-Conference 2nd Team In 2008, he spent some time in the
Finnish second division with
Atlantis FC for whom he scored a decisive goal to avoid relegation in October 2008. He returned to Antigua and debuted for
All Saints United F.C. against Villa Lions on 23 November 2008. ==International career==