Jutt started skydiving in 1992 at the United Parachute Club in Gilbertsville, PA. He went through the AFF student program and joined the United States Parachute Associate soon thereafter. Shortly after he obtained his Pro license.
Jutt with Cindy Cooper and Janet Kelly Linquist during his 1992 AFF level 3 student jump.
He has participated in multiple Skydiving disciplines including Relative Work (RW), FreeStyle, SkySurfing, and HeadDown. In 1992 Jutt became a Herd member during one of many legendary annual Herd Boogies.