 He made his debut in the Serie B on 21 August 2009, in 1–1 home draw against Gallipoli.Jääger failed to become a regular starter for Ascoli and was released by the club on 31 January 2010, after making just five league appearances.After rejecting an offer from Major League Soccer club New York Red Bulls, Jääger returned to Norway, where he signed a two-year contract with Aalesund on 5 March 2010.