Investment Team

Plaza Ventures’ dedicated team of investment professionals brings high ethical standards, strategic thinking, financial ingenuity and complete transparency to all our stakeholders. Our investment and operational models are shared openly with everyone we meet. Our investors know that we go the extra mile to help out in difficult situations and work very hard to deliver positive outcomes. Our portfolio entrepreneurs value our advice, our open sharing of knowledge and connections, and our willingness to roll up our sleeves when required. We love what we do and it is contagious.

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Daniel Brothman

Daniel Brothman

Lawyer and investor with extensive experience advising public and private companies, as well as private equity clients in a wide range of corporate transactions from seed to $26B. Practiced Corporate M&A and securities law at two prominent New York law firms. B.A. York University, JD Osgoode Hall, MBA Schulich School of Business, LL.M Columbia Law School. Member of the Bar of New York State and the Supreme Court of the United States.
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Rob Richards

Rob Richards

High -tech operations veteran with senior management roles in IT, telecom, aerospace, enterprise SaaS. NASDAQ IPO experience at C-level. COO of first SaaS company in Canada. Acted as early advisor & interim CEO for several start-ups, managing private placements and M&A. On several Boards. Deep technology background coupled with strong business strategy and marketing skills. BSc Co-op Physics, University of Waterloo.
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Matthew Leibowitz

Matthew Leibowitz

Seasoned early stage institutional tech investor having originated, managed and completed dozens of transactions. Arranged significant private placement financings for PE and tech investments. Frequent public speaker on tech start-ups and venture capital. On the boards of several companies, accelerators and charities. LLM Oxford University, MSc University of New South Wales, H.BA University of Toronto.
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Jesse Kaplan

Jesse Kaplan

Active angel investor and member of H&R Real Estate family office. Worked with a NYC Hedge Fund for several years. Regular founder of Capital Pool Corporations on the Toronto Venture Exchange. Diverse public markets experience with several exits. BComm University of Toronto. Canadian Securities Course 2005, Chartered Financial Analyst 2008.