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Jesse Rosensweet

Partner Admitted to the Ontario Bar: 2013

With an MBA and years of business experience, Jesse is a trusted advisor in both the legal and corporate context. He is skilled at identifying blind spots and structuring business relationships to ensure continued growth of his clients’ enterprises. Jesse prides himself on being an integrated part of the team and a valuable voice in internal discussions.

Jesse is engaged in a corporate and commercial practice with a technology focus. A member of the Venture Finance Group, he acts for strategic and financial buyers and family offices on M&A transactions. He also advises clients on business formations, complex transactions, debt financing and regulatory matters. In addition, Jesse has experience advising clients in technology outsourcing arrangements, launching new products and negotiating commercial agreements. In his debt financing practice, Jesse represents banks and institutional lenders providing acquisition, cash-flow and asset-based financings, primarily in the technology sector.

Other Languages


Professional Involvement


  • Canadian Venture Capital and Private Equity Association
  • Association for Corporate Growth
  • Canadian Technology Law Association
  • Toronto Computer Lawyers Group
  • Canadian and Ontario Bar Associations

Representative Matters

  • Represented a Canadian private equity firm in a series of transactions to acquire justice, transportation, public housing and national defense P3 projects from various vendors and the subsequent sale of part of its portfolio to a global asset management company.
  • Represented a US bank in commercial lending transactions within the Canadian technology sector.
  • Represented a UK-based leading global cloud solution provider, in the acquisitions of multiple Canadian cloud providers.
  • Represented a Canadian health benefits technology company in its acquisition by a multinational health benefits company.
  • Represented an investor in production financing of multiple motion pictures.
  • Represented a US private equity firm in the acquisition of a leading Canadian developer and manufacturer of LED lighting products.
  • Represented a Canadian licensed cannabis producer in its acquisition by an Australian public company.
  • Represented a solar power aggregator in the acquisition of a portfolio of projects using debt financing.
  • Represented an out-of-home advertising company in its sale to a public media company.


  • JD, University of Toronto, 2012
  • MBA, University of Toronto Rotman School of Management, 2012
  • BA, Indiana University, 1991