Director of Product

Spellbook

$130K — $180K *
US-AnywhereRemote in Canada
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Led product at a high-growth B2B SaaS company (Series A-C), ideally in vertical AI or legaltech.
  • Experience managing Product Managers with a focus on growth and high standards.
  • Ability to think in systems, balancing portfolio strategy with user flow details.
  • Proven track record of shipping impactful products end-to-end.
  • Deep curiosity about AI and its practical applications, understanding model capabilities.
  • Excellent communication skills for various contexts, from PRDs to board presentations.
  • Ability to remain calm under pressure, discerning urgent issues from distractions.

Responsibilities

  • Define and champion a unified product vision across Spellbook's portfolio.
  • Build and mentor a small team of Product Managers, fostering a productive culture.
  • Own the product roadmap, balancing immediate customer needs with strategic goals.
  • Collaborate with engineering and design to ensure smooth execution and launches.
  • Lead go-to-market efforts for product launches with cross-functional teams.
  • Advocate for the customer by synthesizing insights into product decisions.
  • Partner with the CEO on strategic direction and contribute to investor communications.
  • Establish metrics to assess product health and user outcomes.

Benefits

  • Autonomy and accountability in a flexible work environment with a focus on outcomes.
  • Company-paid group benefits for employees and families, plus $1,000 toward mental health support.
  • Generous time off and holiday closure for disconnection.
  • Monthly paid meals and an annual wellness allowance.
  • Competitive stock option grants as a critical early employee.
Full Job Description
*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

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