Robo-Executor: Is Ontario Ready for Digital Trustees?

Artificial intelligence (AI) is reshaping industries, but could it one day serve as an estate trustee? In Ontario, the answer is clear: not under current law. The role of an estate trustee is deeply rooted in fiduciary obligations, discretion, and accountability – areas where AI faces significant legal, practical, and ethical hurdles.

Legal Personhood and Statutory Framework

In Ontario, the definition of “person” is generally governed by the Legislation Act, 2006, which states that “person” includes a corporation and “individual” means a natural person. 

Unless a statute provides otherwise, this broad definition encompasses both natural persons (individuals) and legal persons (such as corporations), but not AI systems. Currently, AI cannot swear affidavits, assume liability, or be examined under oath, all of which are essential for fulfilling fiduciary obligations under the Trustee Act and the Succession Law Reform Act. These statutes impose duties of loyalty, prudence, and impartiality – obligations requiring human judgment and accountability. 

Discretion and Ethical Decision-Making

Estate administration involves more than mechanical tasks. Trustees interpret ambiguous clauses, resolve family disputes, and balance competing interests. These decisions require empathy, cultural awareness, and ethical reasoning – qualities AI cannot currently replicate. While algorithms excel at data processing, they cannot navigate the human dynamics that define estate administration or litigation.

Could AI Ever Act as a Trustee?

Based on current capabilities, AI could conceivably handle certain administrative aspects of estate trusteeship, such as:

  • Preparing draft passings of accounts by aggregating transaction data and generating reports.
  • Monitoring compliance deadlines and sending automated reminders for tax filings or court submissions.
  • Generating beneficiary notifications and tracking acknowledgments.
  • Analyzing asset valuations and flagging anomalies for human review.
  • Automating probate forms and document assembly for routine filings.

AI could also assist with tax calculations, maintain digital records, and provide real-time updates for beneficiaries. These functions could significantly reduce administrative burden, improve accuracy, and save time; however, at this time, these tasks remain under human supervision, as AI lacks the legal authority and fiduciary discretion required.

Why AI Cannot Replace Human Trustees

Even if legal barriers were removed, cybersecurity and ethical concerns would remain significant obstacles. Estate trustees handle sensitive financial and personal data, making them prime targets for cyberattacks. Entrusting these responsibilities to AI systems introduces risks of hacking, data breaches, and identity theft, all of which could potentially compromise entire estates.

Ethically, delegating fiduciary duties to AI raises crucial questions about accountability and fairness. Who is liable if an algorithm misinterprets a will or mishandles funds? How do courts enforce duties of loyalty and impartiality against a non-human entity? These issues strike at the very core of estate and trust law, which are founded upon human judgment and responsibility.

How AI Can Assist Estate Trustees

While AI cannot replace trustees, it can be integrated responsibly to improve efficiency. Here are practical ways trustees can integrate AI: 

  • Automate Document Preparation:
    • AI can assist with drafting routine documents such as probate applications, beneficiary letters, and preliminary account summaries, saving time and reducing manual errors.
  • Assist with Passings of Accounts:
    • AI tools can aggregate transaction data, categorize expenses, and generate draft reports for court approval, making the passing of accounts process more efficient.
  • Deadline and Compliance Tracking:
    • AI systems can monitor key dates for tax filings, court submissions, and beneficiary distributions, sending automated reminders to avoid missed deadlines.
  • Data Analysis and Asset Valuation:
    • AI can analyze large volumes of financial data, flag anomalies, and provide real-time dashboards for asset performance and liquidity planning.
  • Beneficiary Communication:
    • AI-powered platforms can automate notifications, track acknowledgments, and maintain communication logs, ensuring transparency and accountability.
  • Risk Management:
    • AI can help identify potential compliance issues or inconsistencies in estate records, allowing trustees to address problems proactively.

These tools should always be used under human supervision, with trustees maintaining ultimate responsibility for fiduciary decisions. By leveraging AI for administrative efficiency, not judgment, trustees can focus on higher-level tasks while maintaining compliance and trust.

The Road Ahead

So, could legislative reform create a framework for “digital trustees”? Possibly, but it would require redefining fiduciary standards, liability rules, and privacy protections, significantly reshaping our current legal system. Until then, Ontario law will continue to require human trustees, with technology playing a supporting, not substitutive, role.

Thanks for reading! 

Shawnee Matinnia