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Enterprise Customer Success Manager

@ Spellbook

Remote in Canada

$123k–$145k/yrRemoteFull-time3+ years experience
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SIGNALS

Overview

Spellbook is hiring an Enterprise Customer Success Manager to own a portfolio of large, complex enterprise accounts and drive adoption, renewals and retention for its AI copilot for transactional lawyers. The role involves leading multi-phase onboardings, running quarterly business reviews and working with senior legal and executive stakeholders. The posting asks for 3+ years of customer success or account management experience and includes occasional meetings outside standard hours, with equity and a flexible work environment offered.

Pay:

$123,000–$145,000 a year

Responsibilities:

  • Own a portfolio of enterprise accounts targeting 97%+ gross revenue retention
  • Lead complex multi-phase onboarding projects with enterprise clients
  • Run quarterly business reviews demonstrating ROI
  • Drive adoption and support renewals across client organizations
  • Maintain accurate records in HubSpot

Requirements summary:

  • 3+ years in customer success, account management or consulting
  • Experience managing complex enterprise accounts with multiple stakeholders
  • Experience running structured onboarding projects
  • Comfortable communicating with C-level executives and legal professionals
  • Proficient with HubSpot or similar CRM

Tools & skills

Benefits mentioned

Parental leaveWellnessStock options
Source and dates

Employer career site / ATS feed · ashby

Employer posting date
2026-09-30
First seen by our source
2026-10-08
Source record updated
2026-10-09

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SeniorityMid level
DepartmentCustomer service
Experience3+ years
Hours per week40 (estimated)
Scheduleevening
Work settingOffice, Home
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish
Perks mentionedGenerous paid time off, Generous parental leave, Stock or equity, Wellness, Free or discounted meals, Home office allowance

Summary and details written by AI from the posting; the employer’s posting is the authority.

Spellbook

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

AI for contracts trusted by 4,500 in-house teams and law firms.

Full company description

Spellbook is the most popular AI suite for commercial lawyers. It helps legal teams draft and review contracts 10x faster, with greater precision—right in Microsoft Word. More than 4,500 in-house teams and law firms trust Spellbook to scale contract review. Review: Ensure contracts are compliant to your standards, surfacing issues and suggesting redlines. Works right in Microsoft Word. Ask: Surface accurate answers with citations, from legal data sources as well as your own contract repository. Ask questions like: “Which employment agreements need to be updated this year based on changes in employment law?” Compare to Market: Spellbook is the only tool grounded in real market data. Compare your agreements to realtime data in your geography or industry. Intake: Enable your business teams to move quickly, while getting you the information you need, with Spellbook Greenlight. Multi-Document Drafting: Spellbook Associate is the first AI agent that can accomplish complex multi-document drafting work, like assembling a financing transaction from a term sheet. Organize: Automatically sort your historical contracts and extract key information from them. www.spellbook.com

LinkedIn followers
20,576
People associated on LinkedIn
216
Reported office locations
  • Toronto, ON, CA
  • St. John's, NL, CA
  • Vancouver, BC, CA
Business categories
  • Sports
  • Gaming
  • Apps
  • Artificial Intelligence
  • Software
  • Legal Tech
  • Generative AI
  • Internet
  • Android
  • Developer Tools
  • Artificial Intelligence (AI)
  • iOS
  • Computer
Other recorded names
  • Spellbook
Profile identifies a recruitment agency
No
Reported total investment
122,536,474

Currency and observation date were not supplied; this is not a current valuation or a funding round.

Spellbook is the most popular AI suite for commercial lawyers. It helps legal teams draft and review contracts 10x faster, with greater precision—right in Microsoft Word. More than 4,500 in-house teams and law firms trust Spellbook to scale contract review. Review: Ensure contracts are compliant to your standards, surfacing issues and suggesting redlines. Works right in Microsoft Word. Ask: Surface accurate answers…

FieldValue
IndustrySoftware Development
Company size201-500 employees
HeadquartersToronto, ON
Organization typePrivately Held
Year founded2018
Open jobs on Jobsy22
LinkedInView page
Job description

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 an experienced and highly organized Enterprise Customer Success Manager (CSM) to support our largest and most complex customers. This role is ideal for someone who thrives in fast-paced, evolving environments and is passionate about delivering value through structured onboarding, proactive account management, and executive-level communication. You’ll be a strategic partner to enterprise clients, driving adoption, managing layered stakeholder relationships, and ensuring long-term success with Spellbook.

RESPONSIBILITIES

  • Own a portfolio of enterprise accounts, ensuring 97%+ gross revenue retention (GRR).

  • Lead complex, multi-phase onboarding projects with enterprise clients, aligning timelines, deliverables, and key milestones across internal and client teams.

  • Conduct discovery to deeply understand each customer’s legal workflows and business goals, tailoring onboarding and training accordingly.

  • Develop and execute customized enablement strategies that support scalable adoption across large, layered organizations.

  • Build and maintain strong relationships with multiple stakeholders, including senior legal and executive leaders.

  • Run Quarterly Business Reviews (QBRs), demonstrating clear ROI and identifying opportunities for expansion or deeper platform engagement.

  • Maintain accurate, up-to-date records in HubSpot and hold yourself to high standards of CRM data hygiene.

  • Anticipate client needs and risks, proactively resolving issues and escalating when appropriate.

  • Collaborate with product, engineering, and support teams to advocate for enterprise customer needs and improve the overall journey.

  • Support renewals by driving usage, demonstrating value, and identifying champions within each organization.

  • Stay agile in a fast-changing environment—refining playbooks, processes, and approaches to meet the evolving needs of enterprise clients.

  • This role will support large global customers that may have team members outside of the EST timezone. Occasional meetings outside of standard working hours may be required to support these customers.

  • Support with other responsibilities and projects as required.

QUALIFICATIONS

  • 3+ years of experience in customer success, account management, or consulting, preferably in a B2B SaaS environment.

  • Demonstrated success managing complex enterprise accounts with multiple stakeholders.

  • Experience running structured onboarding projects and ensuring successful implementation.

  • Polished communicator comfortable interfacing with C-level executives and legal professionals.

  • Highly organized with strong project management skills; able to manage multiple moving pieces and meet deadlines.

  • Comfortable with change and ambiguity—this role requires someone who can iterate quickly as we refine our enterprise journey.

  • Strong analytical skills; able to interpret usage data to uncover insights and drive adoption.

  • Proficient with HubSpot or similar CRM systems, with a commitment to maintaining clean, reliable data.

  • Self-starter with a proactive mindset and strong sense of ownership.

NICE TO HAVES

  • Experience in legal tech or working with legal teams.

  • Familiarity with tools like MixPanel and customer success platforms (e.g., Vitally, ChurnZero, etc.).

  • Training in consultative sales methodologies (e.g., Sandler, MEDDIC).

  • Prior involvement in refining or building customer success processes from the ground up.

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.

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