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Spellbook

AI-powered contract drafting and review

Director of Product

Product ManagementConfirmed live in the last 24 hours
Full-timeRemote in CanadaRemote

About the Job

Requirements

  • Experience leading product at a high-growth B2B software-as-a-service company in Series A through C, ideally in a vertical artificial intelligence, legal technology, or professional-services context.
  • Experience managing Product Managers, including hiring for craft, giving developmental feedback, and maintaining high standards without micromanaging.
  • Ability to think across portfolio strategy and detailed user flows and edge cases.
  • Experience shipping important products and explaining the outcomes of end-to-end launches.
  • Curiosity about artificial intelligence, familiarity with model capabilities and the capabilities and limitations of agents, and ability to distinguish useful applications from hype.
  • Ability to write product requirement documents, present roadmaps to a board, and discuss scope with engineers.

Responsibilities

  • Define and champion a unified product vision across Spellbook's portfolio, including the core Word experience, Associate, and playbooks.
  • Build, manage, and mentor a small team of Product Managers, creating the culture, processes, and craft of a strong product team.
  • Own the roadmap end-to-end, including prioritization, sequencing, and trade-offs, while balancing near-term customer value against long-term platform bets.
  • Partner with engineering and design to drive execution through clear specifications, feedback loops, unblocked teams, and successful launches.
  • Lead go-to-market coordination for product launches with marketing, sales, and customer success to drive adoption.
  • Synthesize insights from user research, support tickets, sales calls, and data into product decisions.
  • Partner with the CEO and leadership team on product strategy and company direction, contributing to investor narratives and fundraising materials.
  • Establish metrics and feedback loops to measure product health, feature adoption, and user outcomes across the portfolio.
  • Support other responsibilities and projects as required.

Desired Qualifications

  • Background in or adjacent to law, legal operations, or enterprise compliance workflows.
  • Experience building products within third-party surfaces such as Microsoft Office, Google Workspace, or Salesforce.
  • Familiarity with large language model product patterns, including prompt design, retrieval-augmented generation, agentic workflows, and evaluation frameworks.
  • Experience at a company that went through a Series B and navigated rapid scaling, or made strategic acquisitions.

About the Company

Spellbook

AI-powered contract drafting and review

Spellbook provides AI-powered contract drafting, review, and management inside Microsoft Word for legal teams, automating tasks like missing clauses, inconsistencies, and regulatory checks. It works by embedding AI into the Word drafting flow, with Spellbook analyzing text and suggesting changes, plus Spellbook Associate (an agentic AI) that can plan and execute complex legal tasks autonomously. The company differentiates itself through in-workflow AI within Word, a privacy-first platform with zero data retention, and a scalable agentic AI that handles large-scale legal work. Its goal is to boost legal efficiency and accuracy so lawyers can focus on strategic advice and client service across a global base.

Company size
201-500
Company stage
Debt Financing
Total funding
$122.2M
Headquarters
Toronto, Canada
Founded
2018

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