Jon was born and raised in Winnipeg and obtained a Bachelor of Arts degree from the University of Winnipeg (1985) and a Bachelor of Laws degree from the University of Manitoba (1988). Jon was called to the Bar in 1989 and, until 2007, practiced in Steinbach, Manitoba. Jon's preferred area of practice is Family Law, although he also practices in the areas of Civil Litigation, Real Estate and Wills and Estates.

Jon is a life member of the Manitoba Bar Council, as well as having served as an executive member of the Family Law Subsection of the Manitoba Bar Association for approximately five years. 

Jon is also a life bencher of the Law Society of Manitoba, having served as a bencher of the Law Society continuously from 2000 through to May, 2008. Jon was President of the Law Society of Manitoba from May, 2006 until May, 2007. 

Previously, Jon was a lecturer in Family Law at the former Bar Admission Course from 1999 to 2002. Jon has been a Learning Group facilitator for the Manitoba portion of the CPLED course in Family Law and Wills in 2005 and 2007.

Between 2006 and 2010, Jon was a member of six different Provincial Court Judicial Nominating Committees in Winnipeg, Thompson and The Pas and has been the Law Society representative on the federal Judicial Advisory Committee (Manitoba) form 2011 to 2014.