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Sales Enablement Manager

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Remote Canada Spellbook Full time

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

Reporting to the CRO, you will play a central role in ensuring the sales team is fully equipped to sell effectively. You'll coordinate sales onboarding programs, drive product marketing alignment, and manage enablement activities for product launches. You'll act as an operational backbone—creating structure, improving processes, and ensuring reps have the training, tools, content, and confidence needed to succeed. This role is highly collaborative and ideal for someone who loves organizing information, creating repeatable systems, and supporting a high-performing GTM team.

RESPONSIBILITIES
  • Own end-to-end sales onboarding, including scheduling, materials, training delivery, and progress tracking.

  • Ensure new hires are enabled on core sales processes, product knowledge, and messaging.

  • Maintain and continuously improve onboarding documentation, training flows, and enablement content; track completion and surface gaps.

  • Coordinate recurring sales training (weekly, monthly, quarterly) in partnership with Sales, Product, and Marketing.

  • Own the enablement calendar and ensure training is delivered on time and kept up to date in the LMS/knowledge base.

  • Gather feedback from reps and leaders to continuously improve training effectiveness.

  • Partner with Product Marketing to translate product updates and launches into clear, actionable sales enablement.

  • Coordinate launch readiness, including live trainings, briefs, battlecards, FAQs, and talk tracks.

  • Track training completion and readiness for major product releases.

  • Keep enablement tools, content repositories, and onboarding assets organized and current.

  • Track engagement with enablement content and identify areas requiring additional support.

  • Support documentation of sales processes, best practices, certifications, and assessments.

  • Other responsibilities as required.

QUALIFICATIONS
  • You are exceptionally organized and thrive on creating structure, documentation, and repeatable processes.

  • You love supporting others—especially helping teams learn, ramp, and perform at their highest level.

  • You feel comfortable navigating ambiguity and proactively driving clarity and structure.

  • You're an excellent communicator who can simplify complex product information into easy-to-understand training content.

  • You enjoy collaborating across Sales, Product, and Marketing and can manage multiple stakeholders.

  • Experience with sales tools or enablement platforms (e.g., HubSpot, Notion, LMS systems) is a plus.

  • Familiarity with SaaS or product-led environments is helpful, though not required.

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 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 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.