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Spellbook

AI-powered contract drafting and review

Director of Finance

Corporate Finance & FP&AConfirmed live in the last 24 hours
Full-timeRemote

About the Job

Requirements

  • Run planning, forecasting, and business partnering at a high-growth B2B software company, ideally through a phase where the model or motion changed underneath you.
  • Have worked inside a usage-based, consumption, or hybrid pricing model, or built the transition to one, and understand consumption forecasting.
  • Have owned or led a meaningful finance systems or process change and be able to describe what was scoped, deferred, and what failed.
  • Have turned operational data into a narrative that an executive team acted on.
  • Have presented to senior leadership or a board and defended financial figures under pressure.
  • Have 8 or more years of experience across financial planning and analysis, strategic finance, or business finance in software, including experience at a growth-stage company where processes were not yet established.
  • Have deep fluency in software-as-a-service and consumption metrics, including annual recurring revenue, net revenue retention, gross margin under variable cost of goods sold, magic number, payback, and burn efficiency.
  • Be able to build rigorous, auditable financial models that other people can follow and use.
  • Understand how customer relationship management, billing, enterprise resource planning, and reporting systems fit together; identify data errors; and direct a systems project without writing code.
  • Be able to make and defend recommendations to go-to-market leaders using supporting analysis.
  • Be able to communicate complex information as clear written recommendations quickly.
  • Take ownership across both modeling and resolving operational data-mapping issues.

Responsibilities

  • Build investment cases for major strategic initiatives, new segments, market entry, go-to-market and product investments, and lead post-investment reviews comparing expected and realized returns.
  • Own the framework for allocating spending and headcount across go-to-market, research and development, and general and administrative functions, including mechanisms and criteria for reallocating resources as priorities change.
  • Own annual planning, quarterly forecasting, and rolling outlook processes, establishing inputs, owners, timelines, and accountability for forecast accuracy.
  • Explain unit economics to non-finance leaders, including gross margin and model/inference costs, cost-to-serve, customer acquisition cost payback, customer profitability, and net and gross revenue retention, so teams can understand decision economics and perform their own analysis between reviews.
  • Partner with go-to-market and Product on pricing and packaging as the model evolves, including usage-based components; model alternatives, stress-test downside scenarios, and establish economic guardrails for commercial decisions.
  • Work with the finance team to shape the systems roadmap for customer relationship management, billing, enterprise resource planning, expenses, and reporting; set priorities, define requirements, and drive implementation with revenue operations, Data, and external partners while owning data integrity and reporting accuracy.
  • Partner with the VP of Finance and executive team on board and investor materials, translating company performance, forecast changes, and strategic decisions into a clear financial narrative.
  • Build the capabilities, processes, and operating cadence for a high-performing strategic finance function, including developing the team and establishing clear ownership across planning, forecasting, analytics, and business partnering.

Desired Qualifications

  • Legal technology or legal industry exposure.
  • Enterprise procurement and security-heavy sales-cycle experience.
  • Audit readiness or pre-initial public offering experience.
  • Familiarity with artificial intelligence infrastructure cost management.

About the Company

Spellbook

AI-powered contract drafting and review

Spellbook provides AI-powered contract drafting, review, and management inside Microsoft Word for legal teams, automating tasks like missing clauses, inconsistencies, and regulatory checks. It works by embedding AI into the Word drafting flow, with Spellbook analyzing text and suggesting changes, plus Spellbook Associate (an agentic AI) that can plan and execute complex legal tasks autonomously. The company differentiates itself through in-workflow AI within Word, a privacy-first platform with zero data retention, and a scalable agentic AI that handles large-scale legal work. Its goal is to boost legal efficiency and accuracy so lawyers can focus on strategic advice and client service across a global base.

Company size
201-500
Company stage
Debt Financing
Total funding
$122.2M
Headquarters
Toronto, Canada
Founded
2018

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