Spellbook

Spellbook

AI-powered contract drafting and review

Customer Success Operations Manager

Full-Time
CA$116k - CA$145k/yr

+ Commission + Stock options

Senior
Remote in Canada
Remote

About the job

Requirements
  • At least 5 years of experience in Customer Success Operations, Revenue Operations, or go-to-market systems at B2B software companies, including experience building the function rather than maintaining an existing one.
  • Business or technical administration experience with a Customer Success platform.
  • Fluency in customer relationship management reporting and comfort using business intelligence tools such as Omni.
  • Strong business acumen and working knowledge of post-sales metrics including net revenue retention, gross revenue retention, churn, expansion, time-to-value, adoption, and capacity planning.
  • Experience redesigning processes and using artificial intelligence tools, including large language models, agents, or automation, to reduce administrative burden.
  • Experience getting customer success managers or a similar team to adopt something new without having authority over them.
  • Ability to create and maintain detailed project plans, meet tight deadlines, and surface risks and issues early.
  • Ability to work through workflow details with individual customer success managers and present retention analysis to executive leadership.
  • Ability to work autonomously while collaborating with the teams needed to deliver outcomes.
Responsibilities
  • Own post-sale reporting end to end, including net revenue retention, gross revenue retention, logo and dollar churn, expansion pipeline, time-to-value, seat activation, adoption, and customer success manager capacity and coverage.
  • Surface at-risk cohorts, adoption gaps, and segment-level patterns early enough to enable action.
  • Build a renewal forecast accurate enough to plan against and develop the underlying risk scoring.
  • Build early-warning signals and attach a defined action plan to each signal.
  • Own post-sale systems from evaluation through selection, implementation, adoption, and administration, including the Vitally and HubSpot Customer Success platforms.
  • Own the post-sale data model covering account hierarchy, seats and licenses, lifecycle stages, and contract and renewal data.
  • Design operating models for segmentation and coverage, onboarding, quarterly business reviews, renewals, expansion, escalation, and save motions.
  • Lead cross-functional projects covering the sales-to-customer-success handoff, customer-success-to-support escalation, the customer-success-to-product feedback loop, and the data plumbing between them.

About the company

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's Take

What believers are saying

  • Meltem Kuran-Berkowitz joined September 23, 2026, sharpening demand generation for a $100 million target.
  • Spellbook Associate and ACM expand beyond redlining into multi-document, end-to-end contract operations.
  • Canadian Bar Association partnership reaches 40,000 professionals, widening distribution across Canada.

What critics are saying

  • Harvey and Ironclad are building agentic contract platforms, compressing Spellbook's Word-native advantage.
  • Spellbook's own 2026 materials warn risk scores misclassify clauses and require independent verification.
  • Any high-profile hallucination or security breach would cripple adoption and convert Word lock-in into churn.

What makes Spellbook unique

  • Spellbook ACM launched June 30, 2026, automating intake, review, and renewal inside Word.
  • Spellbook serves 5,000+ teams across 80+ countries, spanning in-house legal and law firms.
  • RBCx financed acquisitions March 4, 2026, giving Spellbook consolidation ammo against fragmented rivals.

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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

↑ 7%

1 year growth

↑ 1%

2 year growth

↑ 1%
Business Insider
Sep 23rd, 2026
Legal AI startup Spellbook appoints new CMO who vows to avoid 'creepy' AI-generated marketing

Legal AI startup Spellbook has appointed Meltem Kuran-Berkowitz as chief marketing officer. She previously spent five and a half years as head of growth at Deel, overseeing the company's expansion to $1 billion in annual recurring revenue. Kuran-Berkowitz joins as Spellbook scales up following its $50 million Series B funding round in October at a $350 million valuation, led by Khosla Ventures. In March, the company secured a $40 million debt facility to acquire rival generative AI companies. Her early goal is helping Spellbook reach $100 million in revenue by year's end. She opposes using AI to generate marketing content that mimics human interaction, calling AI-personalised cold emails "creepy". Instead, Kuran-Berkowitz plans authentic engagement in communities where potential customers gather, aiming to position Spellbook beyond its redlining tool origins as the default brand for contract management.

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.