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
As GTM Systems Manager, you will own the architecture, integration, and optimization of our Sales and CS technology stack. This is a role at the intersection of systems design, revenue operations, and process implementation. You will be the primary owner of our core tools, including HubSpot as our system of record, along with Unify, Gong, Clay, and adjacent tools.
You will own the systems roadmap and serve as a thought partner to Sales, CS, and RevOps on how the platform foundation can drive efficiency and revenue outcomes. You will design the workflows and automation that scale with us, and ruthlessly prioritize the work that moves the business forward.
GTM Tech Stack Ownership
Own the architecture and day-to-day operation of the Sales and CS tech stack, with HubSpot as the system of record
Evaluate, implement, and integrate adjacent tools (Unify, Gong, Clay, and others) to create a cohesive, high-leverage revenue infrastructure
Lead system integrations and ensure clean, reliable data flows across the stack via native connectors, middleware, and API-based integrations
Make build, buy, or kill decisions on tools. Consolidate where possible, eliminate redundancy
Maintain a documented system architecture so the stack remains legible and scalable as the team grows
HubSpot Administration
Serve as the primary HubSpot admin: users, teams, permissions, properties, pipelines, and lifecycle stages
Build and maintain workflows, automations, and reporting that power day-to-day Sales and CS operations
Establish and enforce data governance: property naming conventions, picklist hygiene, deduplication, and record lifecycle policies
Business Process Design
Partner with Sales and CS leaders to document and continuously improve the core GTM business processes, including lead-to-opportunity, opportunity-to-close, customer onboarding, renewal, and expansion
Identify friction points in the revenue motion before they become bottlenecks. Propose and ship solutions
Build the operational foundation for new GTM motions (outbound plays, ABM programs, PLG signals, etc.) as the company evolves
AI & Automation
Identify opportunities to apply AI and automation to repetitive GTM workflows like enrichment, routing, follow-up, and reporting
Stay current with developments across the modern revenue stack and bring a point of view on where we should be investing
Enablement & Adoption
Partner with Enablement to ensure reps actually use the systems you build
Document workflows, build training materials, and run change management for new processes and tools
Measure adoption and iterate. A system no one uses is a system that doesn't exist
Act as the internal subject matter expert and escalation point for systems and process questions
Support with other responsibilities and projects as required
5+ years of experience in revenue operations, GTM systems, or sales operations in a B2B SaaS environment
Hands-on CRM expertise. You've architected a CRM from the ground up, not just used it. HubSpot experience and certifications are a plus.
Strong understanding of how CRM integrates across the modern revenue stack, from prospecting and enrichment through conversation intelligence and CS tooling
Proven ability to translate business requirements into scalable systems and process solutions
Comfortable in an ambiguous, fast-paced environment. We're growing quickly, and things change every day
Ability to manage multiple projects simultaneously, establishing new processes while streamlining existing ones
Strategic thinker who is also execution-oriented. Comfortable operating at altitude and in the weeds in the same week
Bias for action and strong opinions held loosely. You bring a point of view to every conversation
Excellent communication and stakeholder management skills. Comfortable working cross-functionally with Sales, CS, Marketing, and Finance
Strong documentation habits and attention to detail
Curiosity about AI tools and how they can streamline revenue workflows
Deep understanding of unit economics. You think like a business owner and can think in terms of CAC, LTV, payback, gross margins
Experience with consumption-based pricing models and GTM infrastructure that supports these models
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
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.
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.
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.
Compensation Range: CA$115K - CA$145K
