 While starting the 2009–10 season with the Wings, Bootland then signed for a second try-out stint with the Moose.Upon his return to Kalamazoo Bootland left again for Austria, signing with the Vienna Capitals on February 1, 2010.The following season, Darryl continued his journeyman career, by returning to the Islanders minor-league affiliates in accepting a try-out to the Bridgeport Sound Tigers training camp.