Jamie graduated with an LLB from UBC Law in 2003. He volunteered as a Law Students' Legal Advice Program clinician in all three years of law school, and was elected its Executive Director in 2002. He received a diploma in international law from the University of Copenhagen. 

Jamie served as the Executive Director of Pro Bono Law of BC from 2005 to 2010 when he led the organization's merger with the Western Canada Society to Access Justice to become the Access Pro Bono Society of BC. He has served as Access Pro Bono's Founding Executive Director since 2010, and has seen the organization grow to become BC's largest provider of free legal services (by measure of active lawyers and community locations). In 2021, Jamie led Access Pro Bono to found the Everyone Legal Clinic as a two-year pilot program operating within the Law Society of BC's Innovation Sandbox.

In an effort to give back to his community, Jamie volunteers as a law instructor for people overcoming homelessness and addiction in and around Vancouver's Downtown Eastside. He provides pro bono legal services through Access Pro Bono as his time allows.

Jamie is also a Life Bencher of the Law Society of BC. He designed and taught Canada's first law school course on access to justice in 2015. He was designated Queen's Counsel (now King's Counsel) in 2017. He conducted an external review of legal aid service delivery in BC for Premier David Eby (then Attorney General) in 2019, which led to the development and operation of several community legal aid clinics across BC.