After graduation, Jason continued his service to the University, transitioning to a full-time role in 1997 as an advisor in the International Student Services Office (ISS). Over the next two decades, Jason rose to the position of Associate Director of ISS, where he played a pivotal role in shaping the international student experience at UW-Madison. His leadership extended to various campus-wide committees, including the Exchange Coordinators Committee, the International Student Recruitment and Marketing ad hoc committee, and the Behavior Intervention Team (BIT).