Head of Legal

Position: Head of LegalComp: $125,000-$150,000 salary + equityLocation: Toronto HQ (3 days per week in office) (Full remote-friendly for top performers)

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About Fiscal.ai

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Fiscal.ai is a leading research and data platform for capital markets.  Combining a powerful research Terminal with modern APIs, Fiscal.ai is building the modern financial data company.  The firm has raised $13M in venture backing and is headquartered in Toronto, Canada. With thousands of customers and millions of end-users through their API offerings, Fiscal.ai is building the premiere financial data company in the AI era.

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The Role

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This is an in-house legal role for a commercially minded lawyer who wants to own the legal function at a fast-growing financial data company. You will be the first point of contact for everything legal at Fiscal.ai, from vendor agreements and customer contracts to compliance, risk, and corporate matters. You will work directly with the founding team and across every department.

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We are looking for a practical operator who can move quickly, negotiate firmly, and partner with the business to get deals done while protecting the company. 

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Key Responsibilities

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• Commercial Contracts 

 Draft, review, and negotiate the full range of commercial agreements, with a heavy emphasis on customer contracts (MSAs, order forms, data licensing agreements, API terms) and vendor agreements.

• Customer & Vendor Negotiations 

 Partner directly with the sales team on enterprise customer negotiations, including redlines, security questionnaires, and procurement processes. Manage vendor relationships from a legal and contractual standpoint.

• External Counsel Management 

 Serve as the primary point of contact for external counsel across corporate, tax, employment, IP, and specialized matters. Scope work efficiently, manage spend, and bring matters in-house wherever it makes sense.

• External Accounting Coordination Work alongside our external accounting partners on matters at the intersection of legal and finance, including corporate structure, contract revenue recognition implications, and entity management.
• Risk & Compliance Identify and mitigate legal risk across the business. Design and maintain company policies, support SOC 2 and data privacy compliance efforts, and ensure the company stays on the right side of applicable laws and regulations across the jurisdictions we operate in.
• Corporate & Strategic Matters Support corporate matters including financings, equity administration, employment agreements, and any future M&A or strategic activity. Stay close to the founding team on company-building decisions with legal implications.
• Business Partnership Act as a trusted advisor to every team at Fiscal.ai. Deliver practical, timely advice that helps the business move faster, not slower. Train internal stakeholders on contract basics, IP, and compliance hygiene so legal does not become a bottleneck