Jessica Silverman

Jessica is an Associate in Osler’s Employment and Labour Group. Jessica represents both private and public sector employers on a wide range of employment law and labour relations issues, including employment contracts and workplace policies, employee terminations, employment standards legislation, human rights and accommodation, occupational health and safety, and collective bargaining matters. She also advises employers on the employment and labour law aspects of complex corporate transactions and restructurings.

Prior to joining Osler, Jessica worked as a Pensions, Benefits, and Executive Compensation Associate at a pre-eminent Canadian law firm.


Representative Work

  • Battery Ventures

    Battery Ventures in its $150 million acquisition of TrueContext Corporation

Latest Insights

  • Blog Mar 27, 2024

    Bill 149 receives royal assent

    Ontario’s Bill 149, which imposes new requirements regarding pay transparency, Canadian work experience and the use of AI in job postings, has...

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    Bill 149 receives royal assent
  • Webinar Mar 27, 2024

    Employment and Labour Law Insights: Artificial intelligence in the workplace

    The Q1 2024 webinar will discuss artificial intelligence in the workplace, the latest termination clause case law developments as well as the risks...

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    Employment and Labour Law Insights: Artificial intelligence in the workplace
  • Blog Nov 28, 2023

    Ontario’s Bill 149 proposes new requirements for pay transparency, use of AI in job postings and other changes

    Ontario has proposed more changes to the Employment Standards Act with Bill 149, its fourth “Working for Workers Act.” Kelly...

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    Ontario’s Bill 149 proposes new requirements for pay transparency, use of AI in job postings and other changes

Community Involvement

  • Community and Legal Aid Services Program (“CLASP”), Administrative Law Division Leader
  • Pro Bono Ontario Hotline Volunteer

Speaking and Writing

Speaking Engagements

speaker 27/3/2024
Employment and Labour Law Insights: Artificial intelligence in the workplace
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Published Work

Previous Speaking Engagements

Canadian Pension & Benefits Institute, Pension Certificate Program
Speaker, April 2023

Canadian Pension & Benefits Institute, Pension Certificate Program
Speaker, October 2022


Credentials

Education

  • Osgoode Hall Law School, J.D.
  • Queen’s University, B.A. (Honours) with Distinction
  • Osgoode Certificate in Pension Law

Languages

  • English

Professional Affiliations

  • Law Society of Ontario