Alexander Di Giovanni

Tax Lawyer | Corporate Reorgs and M&A | Contracts | Blockchain

Greater Toronto Area, Canada

About

I am a Tax Lawyer focused on the intersection of corporate reorganizations, M&A, and emerging technologies. My experience involves advising clients on tax-efficient corporate structures and the tax implications of digital assets. Having founded a legal practice serving the tech sector, and having been involved with projects in the web3 space, I bring a unique 'business-first' advisory perspective to complex tax planning. I am currently deepening my technical tax expertise by completing an LLM in Tax at Osgoode Hall law school. Transitioning my specialized boutique practice to a global platform to focus on high-stakes, multi-jurisdictional tax advisory in the wake of pillar 2 and technological changes to the tax landscape.

Experience

  • Principal Counsel (Tax, Corporate & Blockchain) at Pando Law
    May 2022 - Present · 4 yrs 3 mos

    To date, I have advised and served over 300 clients ranging from tech start ups, to mom and pop shops, to professional athletes and influencers. My work has primarily focused on individual planning and corporate tax reorganizations (for example, s.85 rollovers and tax residency emigration, LCGE eligibility and advising on tax consequences of digital asset transfers). I have helped clients purchase and sell businesses, secure financing and investment, resolve internal issues and guide, draft contracts, and structure their businesses.

  • General Counsel at Nationsfirst
    Aug 2024 - Mar 2026 · 1 yr 8 mos

    In this role I became the architect of a plan to create a Digital Asset Regulatory Commission hosted on First Nation land, based on previous regulatory frameworks such as the Kahnawake Gaming Commission. Our commission would assert the host nation's right to economic sovereignty under s.35 of the constitution in relation to web3 activity, thereby allowing licensees to participate in industries like natural resource tokenization. This new regulatory framework is still in the process of being created, however, no longer under the Nations First company.

  • Grinhaus Law Firm (1 yr 9 mos)
    • Associate
      Jun 2021 - Apr 2022 · 11 mos

      As the principal associate, I managed a team consisting of clerks, students and admin while I routinely advised clients on corporate governance and tax matters. Routine transactions were s.85 rollovers and tax motivated corporate reorganizations.

    • Articling Student
      Aug 2020 - Jun 2021 · 11 mos

  • Legal Internship at Grinhaus Law Firm
    Jun 2019 - Jun 2019 · 1 mo

    Gained experience in corporate structuring, securities compliance and tax law implications of clients in the blockchain and cryptocurrency space. I drafted a wide range of corporate resolutions, agreements, and documents to facilitate different transactions, rollovers or restructures. In addition to this I provided legal research to the firm.

  • Legal Internship at Benchmark Law Corporation
    Jun 2018 - Jun 2018 · 1 mo

    At Benchmark my duties consisted of reviewing contracts and commercial leases, and drafting different documents ranging from contracts to GDPR compliant privacy policies and website terms. In addition to this I was involved with the firm's partnership with Small Business BC where the firm gave seminars and free consultations to entrepreneurs and start-ups.