In the 2008–09 season, Euell found his first team opportunities hard to come by under the management of Jan Poortvliet and appeared in the reserve side at the start of the season. As a result, Euell's future at the club was in doubt and considered leaving the club in the summer. After the summer transfer window closed, Manager Poortvliet was considering his choices to let Euell return to the first team. After dislocating his shoulder that kept him out for a month, Euell made his first appearance of the season, starting the whole game, in a 1–1 draw against Coventry City on 28 October 2008. However, in a 2–1 loss against Wolverhampton Wanderers on 15 November 2008, Euell received a straight red card after ""he and Richard Stearman both dived in feet first for a loose ball but the Wolves man came off by far the worst."" After serving a match ban, Euell returned to the starting eleven, where he set up a goal for Surman, in a 3–2 win over Burnley on 13 December 2008. Euell made 24 appearances, scoring two goals, both of which came in a 3–0 win over Ipswich Town at Portman Road on 3 March 2009. Southampton finished second bottom of the Championship in 23rd and were relegated to League One.