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Commercial Counsel

Spellbook

Spellbook

Legal
Toronto, ON, Canada
CAD 131k-164k / year + Equity
Posted on Jan 14, 2026

Location

Toronto

Employment Type

Full time

Location Type

Remote

Department

Strategy

Compensation

  • Estimated base salary CA$131K – CA$164K

Spellbook is the most comprehensive AI copilot for transactional lawyers. It works directly inside Microsoft Word to help legal teams draft, review, and negotiate contracts up to 10x faster and with greater precision. Today, more than 4,000 law firms, in-house teams, and solo practitioners rely on Spellbook to simplify their workflows and eliminate the drudgery of everyday contract work.

We are backed by leading investors including Khosla Ventures, Thomson Reuters Ventures, Inovia Capital, The LegalTech Fund, Bling Capital, and Moxxie Ventures. The company recently raised $50 million in Series B funding, led by Keith Rabois at Khosla Ventures, bringing its total funding to more than $80 million.

*This is an existing vacancy

ABOUT THE ROLE

The Commercial Counsel will be a core member of Spellbook’s legal team and a daily, customer-facing partner to the revenue organization. This role is focused on negotiating customer contracts, supporting vendor relationships, and enabling fast, confident deal execution in a modern AI-enabled SaaS business.

This is a hands-on role for a commercially minded lawyer who is comfortable engaging directly with customers and internal stakeholders.

RESPONSIBILITIES

Customer Contracting (Primary)

  • Review, negotiate, and draft customer-facing agreements, including SaaS agreements, MSAs, NDAs, DPAs, and order forms.

  • Participate directly in customer negotiations, including live calls with customers and their counsel.

  • Partner closely with Sales and Security to keep deals moving while appropriately managing risk.

  • Identify recurring negotiation patterns and contribute to continuous improvement of templates and playbooks.

Vendor & Technology Agreements

  • Support negotiation and management of vendor, supplier, and technology agreements.

  • Assist with risk assessment and alignment of vendor terms with Spellbook’s product, security, and data practices.

AI, Product & Marketing Support

  • Support legal review of AI-related terms, customer questions, and regulatory considerations.

  • Provide light-touch legal support on product development initiatives and marketing programs.

  • Assist with review of customer-facing and publicly marketed materials as needed.

Operational Contribution

  • Help manage contract intake, tracking, and reporting processes.

  • Use and experiment with AI tools and legal technology to improve efficiency and quality of legal work.

  • Escalate complex legal or commercial issues to senior legal leadership as appropriate.

QUALIFICATIONS

  • 2–5 years of legal experience, gained at a law firm and/or in-house.

  • Strong experience negotiating technology or SaaS contracts is required.

  • Familiarity with AI-related legal issues, data protection concepts, and common privacy frameworks is a plus.

  • Comfort engaging directly with customers and external counsel.

  • Strong organizational skills, attention to detail, and comfort working in a fast-paced environment.

WHY JOIN SPELLBOOK?

  • Embrace autonomy and accountability in a flexible work environment; we focus on outcomes and empower you to determine how to get the job done

  • Access our company-paid group benefits for you and your family, with $1,000 towards mental health support

  • Disconnect during our holiday closure and take advantage of our generous time off policies throughout the year

  • Enjoy monthly paid meals, an annual wellness allowance to support your well-being and parental leave top-ups as your family grows

  • Secure your stake in our success; you’ll receive competitive stock option grants as a pivotal early employee

Inclusive Hiring at Spellbook

We are committed to creating an inclusive and supportive candidate experience. Should you require any accommodation whatsoever during the interview process, please inform us without any hesitation. Spellbook is dedicated to ensuring equal treatment and opportunity in all phases of recruitment, selection, and employment, in compliance with employment law. We do not discriminate based on gender, race, religion, national origin, ethnicity, disability, gender identity/expression, sexual orientation, veteran or military status, or any other protected category. Spellbook is proud to be an equal opportunity employer, fostering a culture of inclusivity and maintaining a work environment that is free from discrimination, harassment, and retaliation.

Use of Artificial Intelligence in Recruitment

Spellbook uses artificial intelligence responsibly to support administrative and efficiency-focused aspects of our recruitment process. This includes activities such as drafting job descriptions, generating interview questions, note-taking, and supporting sourcing and scheduling workflows. All candidate evaluations, interviews, and hiring decisions are made by members of the Spellbook team. While AI tools may assist with screening and assessment, they do not replace human judgment in selection decisions. Our use of AI is intended to streamline routine tasks, improve consistency, and enhance the overall candidate experience. We are committed to upholding principles of fairness, transparency, and accountability in all hiring activities. Spellbook regularly reviews its recruitment practices to mitigate bias and to ensure alignment with applicable laws and evolving best practices.

Our Compensation Philosophy

Spellbook uses industry benchmark data to establish compensation bands for all roles. The salary range listed for a position reflects the expected total wage range for the role—including base salary and on-target commissions, where applicable—and may span multiple career levels. Final compensation is determined during the interview process based on factors such as experience, skills, scope, and role level. In addition to base salary and applicable commissions, total rewards may include equity, health and wellness benefits, and other company programs. Full details will be shared during the interview process.

Compensation Range: CA$131K - CA$164K