Jason and his wife Heather live in Aurora-Oak Ridges-Richmond Hill with their two sons.

Jason grew up in Richmond Hill, attending Richmond Hill High School. He then went to the University of Toronto, where he earned an Honours Bachelor of Arts with a double major in Ethics, Society and Law, and History. Jason earned his law degree at Dalhousie University in Halifax and became a lawyer in 2006.

In 2008, Jason moved back to Richmond Hill and opened his own law firm, Cherniak Law, in Aurora-Oak Ridges-Richmond Hill. He has trained four law students to be lawyers and currently employs two staff. Jason recently managed the servicing of land to build over 1,000 new homes in the GTA. If Jason is successful in this election, he will put his law practice aside and be a full time MPP.

Jason is a director on the Richmond Hill Library Board, where he chairs the Intellectual Freedom Committee.  He is the president of the Richmond Hill Rotary Club for the second time and he was the chair of the Richmond Hill Board of Trade from 2019 – 2020. Jason has been active with the Board of Trade on issues ranging from transportation to small business taxation and municipal governance.

Jason has been an active member of the Rotary Club of Richmond Hill since 2008. As chair of the Rotary TV Auction in its final years, he helped raise over $150,000 for local charities and non-profits. This coming spring, he is chairing a gala to raise significant funds for Hill House Hospice.  For many years, Jason was the club lead on a tree planting program on the Oak Ridges Moraine in the riding, where an average of about 200 elementary and high school students each year have planted over 20,000 trees.

In addition, Jason sits on the Corporation of Trinity College at the University of Toronto.  He was previously on the Governance and Nominations Committee for Mackenzie Health Foundation and on the board of York Region charity Shadowpath Theatre Productions. Jason is a regular blood donor, having done it 110 times.