Financial Modeling VP - Toronto - Sterlington

    Sterlington
    Sterlington Toronto

    6 days ago

    Description

    Overview


    Our Firm: Sterlington PLLC is a full-service law firm focusing on complex corporate, litigation, executive compensation, and private wealth matters. As a firm, we focus on the economic as well as the legal aspects of our matters.

    Reports to: Founder

    Department: Finance

    Location: 100 % remote

    Type: Independent Contractor

    Sterlington PLLC is a full-service law firm focusing on complex corporate, litigation, executive compensation, and private wealth matters. As a firm, we focus on the economic as well as the legal aspects of our matters. Among other strengths, Sterlington is the ultimate law firm for founders, senior executives, and UHNWIs as well as their related businesses. Learn more at:

    The Opportunity


    Sterlington is seeking a Strategic Advisor with a strong investment banking or private capital background to join our deal advisory team. This is not a deal execution or origination role; instead, you will work alongside partners and attorneys to provide financial modeling, structuring, and strategic insights for transactions. You will help evaluate deal terms, model transaction outcomes, and advise on the commercial context that informs legal structuring, ensuring Sterlington delivers the most strategic and business-savvy counsel in the market.

    What You'll Do

    • Collaborate closely with M&A, Executive Compensation, and Private Wealth partners on active transactions.
    • Review and analyze deal structures, management equity packages, and transaction models to support legal negotiation strategy.
    • Provide context on market trends, valuation dynamics, and capital structures relevant to ongoing deals.
    • Support partners in developing strategic recommendations for clients, aligning legal positions with commercial and financial objectives.
    • Contribute to internal best practices, templates, and tools to strengthen Sterlington's deal advisory capability.
    • Participate in selected client discussions, helping translate complex financial concepts into strategic legal insights.

    What We're Looking For

    • 8+ years of experience in investment banking, private equity, or transactional advisory (buy-side, sell-side, or management representation).
    • Demonstrated understanding of M&A transaction mechanics, management equity, incentive structures, and deal financing.
    • Exceptional analytical and financial modeling skills, with an ability to distill key commercial drivers.
    • Strong communication and collaboration skills, comfortable supporting lawyers and senior partners in a high-stakes environment.
    • Detail-oriented, intellectually curious, and motivated by precision and excellence.

    At Sterlington, we believe that world-class talent has no boundaries. We are committed to fostering a diverse and inclusive environment where unique perspectives are valued and every individual has the opportunity to thrive. We encourage all qualified candidates to apply.


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