 Instead in March 2001, Wolleaston was given another loan spell, this time with First Division Portsmouth, for the rest of the 2000–01 season.He made his debut three days later when Portsmouth defeated Stockport County 2–1, when Wolleaston hit the crossbar and was later replaced by match winner Steve Lovell.Wolleaston played a total of six games for Portsmouth, once as substitute, but failed to score.