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Director, Finance

@ Spellbook

Remote in Canada

RemoteFull-time8+ years experience
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SIGNALS

Overview

Spellbook is hiring a Director of Finance to shape its next stage of growth, working with the VP of Finance and executives on strategic plans, investment decisions and financial reporting. The role covers investment cases, spend allocation, planning and forecasting, unit economics, pricing with usage-based components, finance systems and board materials. Full-time, with stock options and flexible work.

Responsibilities:

  • Build investment cases and review expected versus realized returns
  • Own planning, forecasting and resource allocation across GTM, R&D and G&A
  • Make unit economics and pricing legible to non-finance leaders
  • Shape finance systems roadmap and drive implementation
  • Prepare board and investor materials

Requirements summary:

  • 8+ years in FP&A or strategic finance in software
  • Deep fluency in SaaS and consumption metrics
  • Experience with usage-based or hybrid pricing
  • Excellent modeler with systems literacy
  • Presented to senior leadership or a board
  • Clear written communication under time pressure

Tools & skills

Benefits mentioned

Parental leaveWellnessStock options
Source and dates

Employer career site / ATS feed · ashby

Employer posting date
2026-10-01
First seen by our source
2026-10-08
Source record updated
2026-10-14

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

Job details

SenioritySenior
DepartmentFinance & accounting
Experience8+ years
Manages peopleYes
Hours per week40 (estimated)
Work settingOffice
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 a Director of Finance to help shape Spellbook’s next stage of growth. You will work closely with our VP of Finance, executive team, and leaders across the company to translate strategy into financial plans, guide our most important investment decisions, and create a clear view of business performance.

This role sits at the intersection of finance, strategy, and company execution. As the company scales, you will build the capabilities, processes, and operating cadence to develop insight into the drivers of our business and bring analytical rigor to decisions across growth, product investment, organizational capacity, and capital allocation.

We’re looking for a business-oriented finance leader who can move comfortably between the details and the bigger picture. You should be equally capable of building a rigorous model, challenging assumptions, building board-level presentations, and helping an executive decide what action to take.

RESPONSIBILITIES

  • Build investment cases for major strategic bets, new segments, market entry, GTM and product investments, and lead post-investment reviews to assess expected versus realized returns.

  • Own the framework for allocating spend and headcount across GTM, R&D, and G&A, including the mechanisms and decision criteria for reallocating resources as priorities change.

  • Own the annual planning, quarterly forecasting, and rolling outlook processes, establishing clear inputs, owners, timelines, and accountability for forecast accuracy.

  • Make unit economics legible to non-finance leaders, including gross margin and model/inference costs, cost-to-serve, CAC payback, customer profitability, and NRR/GRR, so teams can understand the economics of their decisions and run their own math between reviews.

  • Partner with GTM and Product on pricing and packaging as the model evolves, including usage-based components. Model alternatives, stress-test downside scenarios, and establish clear economic guardrails for commercial decisions.

  • Work with the finance team to shape our systems roadmap: CRM, billing, ERP, expense, and reporting. Set priorities, define requirements, and drive implementation with RevOps, Data, and external partners, with clear ownership for data integrity and reporting accuracy.

  • Partner with the VP 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 required for a high-performing strategic finance function, including developing the team and establishing clear ownership across planning, forecasting, analytics, and business partnering.

QUALIFICATIONS

What you've done:

  • 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.

  • Worked inside a usage-based, consumption, or hybrid pricing model, or built the transition to one. You know why consumption forecasting is different, and you have been wrong at it before and learned something.

  • Owned or led a meaningful finance systems or process change, and can talk specifically about what you scoped, what you deferred, and what broke.

  • Taken a messy set of operational data and turned it into a narrative an exec team acted on.

  • Presented to senior leadership or a board and defended the numbers under pressure.

What we're looking for:

  • 8+ years across FP&A, strategic finance, or business finance in software, including time at a growth-stage company where the process did not exist yet.

  • Deep fluency in SaaS and consumption metrics: ARR and its limits, NRR, gross margin under variable COGS, magic number, payback, burn efficiency.

  • Excellent modeler. You build models other people can follow, audit, and use.

  • Systems literate. You know how CRM, billing, ERP, and reporting fit together; you can tell when the data is wrong, and you can direct a systems project without needing to write the code yourself.

  • A real point of view and the spine to hold it. You can tell a GTM leader their deal is suboptimal, show the work, and still get invited to the next pipeline review.

  • Exceptional at compressing complexity into a clear recommendation, in writing, quickly.

  • High ownership and low ego about scope. At our stage you will build the model and also chase down the mapping that is wrong.

NICE TO HAVES

  • Legal tech or legal industry exposure

  • Enterprise procurement and security-heavy sales cycles

  • Audit readiness or pre-IPO experience

  • Familiarity with AI infrastructure cost management

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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