Jason was born in Park Ridge, Illinois and was raised in Bolingbrook. He completed his undergraduate studies at Northern Illinois University graduating from its School of Business in 1996 with a Bachelor of Science degree in Marketing. He attended law school at Northern Illinois University where he earned his Juris Doctor (Cum Laude) in 2001. At Northern's School of Law he was recognized for graduating first in his class in the business sequence of law courses. He is currently enrolled in the LLM program for Financial Services at ITT/Kent School of Law.

Jason was admitted to practice law in the state of Illinois in 2001. In January 2002, he was admitted to practice in the United States District Court of the Northern District of Illinois. His practice is concentrated in estate planning and administration, commercial and residential real estate, business transactions, and general representation of medium and small business entities and their principals. He is a member of the Illinois State Bar Association.