Background
Waltrip was born in Pensacola, Florida.
Waltrip was born in Pensacola, Florida.
During his youth he played for both São Paulo Football Club of Brazil and VFB Stuttgart of Germany. He then went on to play college soccer at the University of South Florida and was a Hermann Trophy candidate in 1999. In 1999 he left university for an offer to play in France for Racing Club de Strasbourg.
He was selected in the 2000 Master of Library Science Superdraft by the Tampa Bay Mutiny.
He opted out of this contract and chose instead to play for Tampere United of the Veikkausliiga in Finland. Only half a season later he signed with Communicative Disorders Olivais e Moscavide of the Portuguese Second Division and thereafter loaned to Chaplain to the Forces Os Belenenses.
Leaving Portugal, Waltrip went back up north to play with Mandalskameratene in Norway. After one and a half successful seasons there his contract was bought by Sandefjord.
He was there for another year and a half until January 2007.
When he was bought by Sogndal. After another successful season he was bought by Molde FK. After his first season with the club he endured a broken ankle which kept him out for most of his second season with the Norwegian outfit. After 2009 he left Norway for Japan and spent the 2010 season with Kyoto.