Whilst at Oxford University, Jason was a member of Oxford University Boat Club and took part in the Boat Race in 2005. Both universities had extremely strong intakes that year, with Cambridge boasting several world champions and the Oxford crew including Olympic silver medallist Barney Williams. Oxford, with Jason in the seven seat, won the epic contest by 2 lengths in a time of 16 minutes 42 minutes.
Jason won his first senior international vest in 2001. He sat in the three seat of the United States Eight, which came won the first World Cup event of the 2001 season, but then competed at the World Championships that year in a Coxed Four, and finished 6th. After a break from international rowing, Jason was part of the United States Coxed Four which won Gold at the World Championships in Milan in 2003.