Josh Fineblit

Josh Fineblit

Associate, Employment & Labour

Contact Information

tel: 416.862.4250



Bar Admission

Ontario, 2017


  • University of Toronto, J.D.
  • University of Winnipeg, B.A. (Honours) (Gold Medalist)



Josh advises Canadian, U.S. and international clients on a wide range of issues in employment and labour relations law, including corporate transactions, employment standards, executive compensation, privacy, human rights, workplace harassment, workplace investigations, occupational health and safety, and employee terminations.

Josh regularly assists employers with the implementation of workplace policies, bonus plans, and other incentive compensation arrangements. He also assists with the negotiation and drafting of contractual arrangements including employment, contractor, restrictive covenant, and separation agreements.

Josh has represented clients in a variety of judicial and administrative proceedings, including human rights applications, grievance arbitrations and wrongful dismissal litigation.

Prior to becoming an associate, Josh summered and articled at Osler. During that time, Josh completed a secondment to General Motors of Canada where he worked on labour and employment matters.

    Select Reported Deals:

    • Achievers in its acquisition of TemboSocial
    • Managed Sentinel in its acquisition by BlueVoyant
    • Affinity in its acquisition of
    • ApplyBoard in its $17 million Series A financing and subsequent financing rounds
    • Chefs Plate in its acquisition by HelloFresh
    • CryptoNumerics in its acquisition by Snowflake
    • Dream Global REIT in its $6.2 billion acquisition by Blackstone
    • Fengate Real Asset Investments, on behalf of Labourers’ Pension Fund of Central and Eastern Canada, in its $11 million investment in NRStor Inc.
    • Monsanto Growth Ventures, as lead investor in US$6.5 million financing of FarmLead
    • Target Canada in connection with employee issues relating to its CCAA Proceedings
    • Untether AI in its $20 million Series A financing with Radical Ventures
    • Upchain in its Series A financing round of $7.4 million


    Other Work:

    • Assisting clients with negotiating favourable settlements of wrongful dismissal claims by appearing in court and mediations, attending examinations for discoveries and through written advocacy.
    • Providing strategic advice to clients facing potential discrimination and harassment complaints in order to limit legal and reputational risks.
    • Assisting clients with group terminations, orderly wind downs, and exits from the Canadian market.
    • Advising employers on how to conduct thorough workplace investigations that will withstand judicial scrutiny.
    • Conducting onsite and virtual training for clients on various subjects, including workplace harassment and investigations.
    • Assisting employers with labour relations management, including advocating in grievance arbitrations.
    • Advising emerging and high-growth companies on how to limit risks with respect to business-critical hiring and firing decisions.
    • Advising businesses on risks and strategies relating to the use of independent contractors and outsourcing arrangements.

  • Dean’s Honours List, University of Toronto Faculty of Law
  • University of Winnipeg Gold Medalist (top graduating student in Economics and top graduating student in Arts)
  • H.E. Duckworth Prize for Highest Standing

  • Family Day Care Services, Board Member
  • Law Help Ontario, Small Claims Court Duty Counsel Volunteer
  • Downtown Legal Services, Volunteer Case Worker

  • Canadian Bar Association
  • Ontario Bar Association
  • Law Society of Ontario

  • Guide to Canadian Employment Law for Emerging and High Growth Companies, Osler, Hoskin & Harcourt LLP, 2019.
  • Canadian Employment Law, Legal 500: Country Comparative Guide, 2018.
  • Canadian Labour and Employment Law, Association of Corporate Counsel (ACC) InfoPak, 2018.