Full-Time

Senior Product Manager

Enterprise

Updated on 9/3/2026

Spellbook

Spellbook

201-500 employees

AI-powered contract drafting and review

Compensation Overview

CA$150k - CA$190k/yr

+ Stock option grants

Remote in Canada

Remote

Category
Product (1)
Required Skills
Product Management
SAML
Data Analysis

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Requirements
  • At least 5 years of product management experience, with at least 2 years focused on enterprise or business-to-business software-as-a-service products.
  • A proven track record of building enterprise-grade product capabilities and compliance, such as single sign-on using Security Assertion Markup Language, data residency, role-based access controls, audit logging, or enterprise application programming interface integrations.
  • Experience navigating long enterprise sales cycles and working alongside sales and solutions teams to influence deals through product strategy.
  • A deep understanding of enterprise procurement, security, and compliance requirements and how they shape product development.
  • The ability to engage credibly with C-suite stakeholders, enterprise buyers, and technical teams.
  • Skill in leveraging data and customer insight to prioritize in an environment where enterprise needs can be vocal and varied.
  • The ability to work cross-functionally and lead in a fast-paced, agile environment.
Responsibilities
  • Define and drive the enterprise product vision, strategy, and roadmap, balancing the needs of large, sophisticated customers with the company's broader mission and business goals.
  • Collaborate with engineering and design to build and scale features purpose-built for enterprise environments, including admin controls, permissions, workflows, data residency, and integrations.
  • Develop a deep understanding of enterprise buyer and user personas, from information technology and procurement to managing partners and in-house legal leads, and translate their needs into product decisions.
  • Partner closely with enterprise sales, forward-deployed engineering, and customer success to support complex deal cycles, onboarding, and long-term account expansion.
  • Manage and prioritize Forward Deployed Engineering engagements, balancing the need to unblock critical custom deals with capturing and driving value back into the core product roadmap.
  • Define and own enterprise-specific success metrics, including adoption, retention, expansion revenue, and time-to-value, and use data to continuously refine the roadmap.
  • Manage enterprise customer feedback loops, including executive business reviews, design partnerships, and beta programs with key accounts.
Desired Qualifications
  • Experience working with artificial intelligence-powered products, particularly in a complex or regulated enterprise context.
  • Familiarity with legal technology, compliance, or highly regulated business-to-business software-as-a-service industries.
  • Experience building or scaling an enterprise tier from the ground up at a startup.
  • Exposure to enterprise contract management, document review, or workflow automation tools.

Spellbook uses generative AI integrated with Microsoft Word to help legal teams draft, review, and manage contracts. It analyzes text in Word, suggests changes for missing clauses and inconsistencies, and checks regulatory compliance; Spellbook Associate can autonomously plan and execute complex legal tasks. It differentiates itself with in-workflow AI inside Word, a privacy-focused large-scale platform, and agentic AI capabilities. Its goal is to boost legal efficiency and accuracy so lawyers spend more time on strategic advice and client service.

Company Size

201-500

Company Stage

Debt Financing

Total Funding

$122.4M

Headquarters

Toronto, Canada

Founded

2018

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Simplify Jobs

Simplify's Take

What believers are saying

  • March 2026 RBCx financing gives Spellbook $40 million for acquisitions during legal AI consolidation.
  • The CBA partnership opens preferred access to 40,000 lawyers, judges, notaries, and students.
  • Spellbook says it serves nearly 4,000 law firms and teams globally.

What critics are saying

  • Harvey, Legora, and CoCounsel are attacking Spellbook’s contract workflow from adjacent budgets.
  • Spellbook’s Word add-in depends on Microsoft platform changes and OpenAI model pricing.
  • If acquisitions stall or integrations fail, Spellbook becomes a niche feature, not a platform.

What makes Spellbook unique

  • Spellbook’s March 2026 CBA exclusivity embeds it with 40,000 Canadian legal professionals.
  • Its Word-native drafting and redlining workflow fits lawyers’ existing Microsoft Word habit.
  • RBCx’s March 2026 debt line funds acquisitions, letting Spellbook consolidate fragmented legal AI.

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Benefits

Health Insurance

Wellness Program

Mental Health Support

Stock Options

401(k) Retirement Plan

401(k) Company Match

Parental Leave

Family Planning Benefits

Fertility Treatment Support

Unlimited Paid Time Off

Flexible Work Hours

Remote Work Options

Paid Vacation

Annual wellness allowance

Stock option grants

Growth & Insights and Company News

Headcount

6 month growth

6%

1 year growth

0%

2 year growth

1%
Associated Press
Jun 30th, 2026
Spellbook launches autonomous AI system to manage contracts end-to-end for 4,500+ legal teams

Spellbook, an AI contract infrastructure platform used by over 4,500 legal teams across 80 countries, has launched Autonomous Contract Management (ACM), which it describes as the first AI system handling contracts end-to-end. The platform manages the entire contract lifecycle from initial receipt through renewal. Spellbook ACM operates across three workflows: intake, which autonomously pulls contracts from email, Slack and Salesforce, triaging and reviewing against standards; review, where negotiations run in organised workspaces with automatic version tracking; and insight, which stores agreements post-signature and flags renewals whilst monitoring for regulatory changes. The launch addresses persistent inefficiencies in contract management, with a recent Spellbook Labs report showing contract issue rates haven't improved in 20 years despite existing CLM tools. The system is rolling out to select teams, with a waitlist available.

Business Wire
Mar 5th, 2026
Spellbook Secures $40M USD Debt Financing from RBCx to Support Strategic Acquisitions in Consolidating Legal AI Market

Spellbook, the AI copilot for contracts used by nearly 4,000 law firms and legal teams globally, today announced it has secured $40 million USD in debt finan...

Stockwatch
Mar 4th, 2026
RBC provides $40M debt financing to AI legal tech startup Spellbook for acquisitions

Spellbook, a St. John's-based legal AI software startup, has secured $40 million in debt financing from Royal Bank of Canada to acquire struggling competitors in the generative AI market. The company, officially named Dialog Enterprises Inc., launched one of the first generative AI tools for lawyers in 2022. Spellbook's AI copilot, powered by large language models including OpenAI's GPT-5, helps lawyers and corporations draft, edit and review legal contracts within Microsoft Word. The company tripled its revenue in 2025 and expects to reach $100 million in annual recurring revenues by year-end, according to CEO Scott Stevenson. The firm serves over 4,000 customers across 80 countries, including Nestlé, Dropbox and eBay. It recently signed a two-year partnership with the Canadian Bar Association to provide AI tools to 40,000 legal professionals.

Spellbook
Oct 13th, 2025
Spellbook Raises $50m Series B led by Khosla Ventures - Spellbook

Today we’re announcing our Series B financing led by Keith Rabois at Khosla Ventures, including participation from Threshold Ventures, Inovia, Bling Capital and Moxxie Ventures.

Law360
Oct 9th, 2025
Spellbook Secures $50M in Series B

Spellbook, a contract software company, announced the closing of a $50 million Series B funding round, valuing the company at $350 million. This brings its total funding to over $80 million.