About Jessica

Jessica's practice focuses on corporate and commercial matters, real estate transactions, and wills and estates planning and administration. Born and raised in Thunder Bay, she returned to the firm as an associate in 2023 after completing her articling and a summer term as a law student with Weilers. She earned her JD from the University of Manitoba's Robson Hall Faculty of Law in 2022, where she received academic awards for standing in corporate law, criminal law, wills and estates, and family law, and holds an Honours BA in Political Science Pre-Law from Lakehead University (2019). She was called to the bar in 2023. Jessica sits on the board of LEAF Thunder Bay and volunteers with the United Way of Thunder Bay's GenNext Cabinet.

Practice areas

Business & Corporate Law Real Estate Law Wills, Estates & Trusts

Education & credentials

Law school
University of Manitoba
Undergraduate
Lakehead University, HBA, Political Science Pre-Law, 2019

Listing compiled from public sources in July 2026. Confirm Jessica Chesterman’s licence and standing in the Law Society of Ontario directory ↗