Director of Product
SpellbookJobsCloseBy Editorial Insights
Spellbook is hiring a Director of Product to own the function, lead a small PM team, and unite engineering, design, GTM, and customers. Set the vision across the portfolio from the Word experience to playbooks, own the end-to-end roadmap, and report to the CEO. The role favors comfort with ambiguity, sharp product instincts, and a track record shipping meaningful B2B SaaS products, ideally in AI or legaltech. Nice to have law-adjacent or third-party surface experience and familiarity with LLM patterns. To apply, tailor your resume to show end-to-end launches with metrics, team-building, and cross-functional impact; note remote Canada eligibility, equity interest, and fit with Spellbook’s inclusive, autonomous culture.
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
We're looking for a Director of Product to own the entire product function at Spellbook. This is a high-leverage, high-ownership role: you'll set the vision for our product portfolio, lead and grow a small team of Product Managers, drive roadmap and execution, and be the connective tissue between engineering, design, GTM, and the customer. You'll report directly to the CEO and operate as a key voice in company strategy.
This is not a comfort-zone role. The right person thrives in ambiguity, has sharp product instincts, and knows how to turn big bets into shipped products.
RESPONSIBILITIES
Product Vision. Define and champion a unified product vision across Spellbook's entire portfolio - from the core Word experience to Associate, playbooks, and beyond.
Team Leadership. Build, manage, and mentor a small team of PMs, creating the culture, processes, and craft that great product teams are built on.
Roadmap Ownership. Own the roadmap end-to-end - prioritization, sequencing, trade-offs - balancing near-term customer value against long-term platform bets.
Execution & Delivery. Partner with engineering and design to drive execution: clear specs, tight feedback loops, unblocked teams, and launches that land.
Launch Management. Lead go-to-market coordination for product launches, working with marketing, sales, and customer success to ensure every release drives adoption.
Customer Insight. Be the voice of the customer: synthesize insights from user research, support tickets, sales calls, and data into product decisions.
Strategic Input. Partner with the CEO and leadership team on product strategy and company direction, contributing to investor narratives and fundraising materials.
Measurement & Analytics. Establish metrics and feedback loops that measure product health, feature adoption, and user outcomes across the portfolio.
Support with other responsibilities and projects as required.
QUALIFICATIONS
You've led product at a high-growth B2B SaaS company (Series A–C), ideally in a vertical AI, legaltech, or professional-services context.
You have experience managing PMs - you know how to hire for craft, give feedback that grows people, and hold a high bar without micromanaging.
You think in systems: you can hold the big picture (portfolio strategy) and the detail (user flow, edge case) simultaneously and switch fluidly between them.
You've shipped products that matter - you can point to launches you drove end-to-end and explain what made them succeed or what you'd do differently.
You're deeply curious about AI and what's possible: you follow model capabilities, you understand what agents can and can't do, and you can separate hype from real leverage.
You're a strong communicator. You can write a crisp PRD, present a roadmap to the board, and have a hard conversation with an engineer about scope - all in the same day.
You operate with urgency and calm: you know the difference between a fire that needs putting out and noise that should be ignored.
NICE TO HAVES
Background in or adjacent to law, legal operations, or enterprise compliance workflows.
Experience building products that live inside third-party surfaces (e.g. Microsoft Office, Google Workspace, Salesforce).
Familiarity with LLM product patterns: prompt design, retrieval-augmented generation, agentic workflows, evaluation frameworks.
Experience at a company that went through a Series B and navigated rapid scaling - or that made strategic acquisitions.
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 (AI) 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 recordings, 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.