The 2007–08 season was spent with Orient, however he missed much of it due to dislocated shoulder and was released upon its conclusion, allowing him to sign with League Two Darlington. He spent November 2008 at Conference side Rushden & Diamonds, making just he once appearances before returning to Darlington. Fortune signed for Conference South side Weston-super-Mare in July 2009. He made a total of 31 appearances, scoring five goals for the club, who narrowly escaped relegation. In July 2010, Fortune signed a one-year contract with Aldershot Town after impressing on trial. He made just three league starts, and was not offered a new contract at the end of the season. He then spent a brief spell with Southern League club Clevedon Town, who were managed by former Vale teammate Mickey Bell.