Clinton Morrison's first-half brace ensured Roy Keane got off to a bad start as his much-fancied Ipswich team fell to a 2-1 defeat at Coventry.
Morrison scored twice in the first 25 minutes to put Chris Coleman's side in charge and while Jon Walters quickly responded, Coventry held on for all the points.
Ipswich fell behind in the 10th minute after a rush of blood to the head from goalkeeper Richard Wright.
A harmless looking goal-kick ran through to Morrison and after Wright chased out of his goal, the striker was able to turn and chip a delightful effort over his head and into the net.
Some fine passing in the middle then led to Morrison's second in the 25th minute when he headed home Isaac Osbourne's cross.
But within three minutes Jon Stead dissected the Coventry defence with a throughball and Walters steered his shot inside the post.