Commercial Litigator

Location: Ontario, Canada

Engagement Type: Fractional / Advisory

Experience: 5+ Years

Work Model: Hybrid / Flexible

Practice Areas: Commercial Litigation, Securities Litigation, Contract Disputes

A confidential independent sponsor and fund incubator is seeking an experienced Commercial and Securities Litigator to join its network of trusted legal advisors on a fractional basis.

This opportunity is designed for an entrepreneurial lawyer who is interested in working alongside business leaders, investors, emerging funds, portfolio companies, and growth-stage enterprises. The successful candidate will provide strategic legal insight on a variety of commercial, contractual, and securities-related matters while supporting transactions, dispute resolution, and risk management initiatives.

This is not a traditional law firm role. It is a flexible, relationship-driven opportunity for a lawyer who enjoys acting as a strategic advisor and trusted counsel to sophisticated business stakeholders.

About the Opportunity

The organization works with founders, operators, investors, fund managers, and capital markets participants across a range of industries and growth stages. The successful candidate will provide practical legal guidance, assist in evaluating litigation and regulatory risks, and support the resolution of commercial and securities-related disputes.

The role may involve collaboration with external law firms, subject-matter experts, financial professionals, and executive leadership teams.

Key Responsibilities

• Provide strategic legal advice regarding commercial disputes, contractual matters, and litigation risk.
• Advise on securities-related disputes, regulatory matters, and enforcement issues.
• Assess potential claims, defenses, litigation exposure, and settlement opportunities.
• Review, analyze, and advise on commercial agreements and related contractual obligations.
• Support dispute resolution efforts through negotiation, mediation, arbitration, and litigation strategy.
• Coordinate with external counsel where litigation or regulatory proceedings are active.
• Assist with legal due diligence, risk assessment, and special situations involving investments, acquisitions, restructurings, or other corporate initiatives.
• Provide practical business-oriented guidance to management teams, investors, and stakeholders.

Qualifications

• Licensed to practice law in Ontario and in good standing with the Law Society of Ontario.
• Minimum five (5) years of experience in commercial litigation, securities litigation, or a closely related practice area.
• Experience involving complex commercial disputes, shareholder disputes, contract disputes, securities matters, regulatory proceedings, or enforcement actions.
• Strong analytical, advocacy, negotiation, and legal drafting skills.
• Ability to identify legal risks while maintaining a practical, commercially focused perspective.
• Comfortable working independently and collaborating with multidisciplinary teams.
• Entrepreneurial mindset with strong business judgment and relationship management capabilities.

Ideal Candidate Profile

• Former or current lawyer from a leading litigation, securities, or corporate-commercial practice.
• Experience advising businesses, investors, funds, private issuers, or capital markets participants.
• Interested in flexible, project-based, fractional, or advisory engagements.
• Able to translate complex legal issues into practical business decisions.
• Why Consider This Opportunity
• Flexible engagement structure.
• Exposure to sophisticated commercial and investment-related matters.
• Opportunity to work closely with founders, investors, fund managers, and business leaders.
• Diverse and intellectually challenging mandates.
• Ability to leverage existing expertise in a strategic advisory capacity beyond traditional private practice.

Confidentiality

All inquiries and discussions will be treated with strict confidence. Additional information regarding the organization, its principals, and current mandates will be shared with selected candidates as the process advances.