Full-Time

Account Executive

Commercial In-House

Posted on 5/13/2026

Spellbook

Spellbook

51-200 employees

AI-powered contract drafting and review

Compensation Overview

CA$150k/yr

Remote in Canada

Remote

Category
Sales & Account Management (1)
Required Skills
Hubspot
Requirements
  • 3+ years of quota-carrying sales experience, ideally in SaaS or B2B environments
  • Strong consultative selling skills with the ability to uncover deeper customer needs
  • A self-starter who excels at prospecting, managing pipelines, and closing deals
  • Be articulate and persuasive, with the ability to deliver compelling pitches and handle objections with ease
  • Proven ability to manage sales cycles with deal sizes in the ~$10K–$50K range
  • Proficient with tools like HubSpot, or equivalent for pipeline management and forecasting
  • Driven by a desire to excel with a track record of exceptional performance
  • Committed to building a successful career in sales
  • Demonstrates a growth mindset by actively seeking, accepting, and applying regular coaching and feedback to continuously improve performance and skills
  • Able to thrive in an unstructured environment, embracing the freedom to determine your best working style
  • A proactive mindset with a willingness to take initiative and contribute to team goals
  • Effective verbal and written communication skills and ability to collaborate effectively within a distributed team
Responsibilities
  • Conduct discovery and onboarding calls to identify client needs
  • Manage deals through a longer, multi-step sales cycle (4–8 weeks+), from qualification to close
  • Demonstrate the value of our products and services to potential buyers
  • Contribute to the enhancement of our sales processes and documentation for yourself and others
  • Maintain accurate and timely data in our CRM system to ensure our records are up-to-date
  • Cultivate long-lasting, mutually beneficial relationships with external contacts and internal teams to enhance the customer experience
  • Work cross-functionally with IT to complete any RFP or security questionnaires as part of the sales cycle
  • Collaborate within and outside of the Sales team to share knowledge, learnings and continuously improve sales practices
  • Relay feedback from prospects to our product team to inform future developments
  • Perform any additional tasks assigned by management that contribute to the improvement of the sales team or achievement of revenue goals, including but not limited to attending events/conferences or hosting internal training sessions
Desired Qualifications
  • Experience selling into SMB or mid-market companies with in-house legal teams
  • Familiarity with the legal tech space, understanding its unique challenges and opportunities
  • Experience in a high-growth scaling tech company, showcasing your ability to navigate rapid change and drive results

Spellbook uses generative AI integrated with Microsoft Word to help legal teams draft, review, and manage contracts. It analyzes text in Word, suggests changes for missing clauses and inconsistencies, and checks regulatory compliance; Spellbook Associate can autonomously plan and execute complex legal tasks. It differentiates itself with in-workflow AI inside Word, a privacy-focused large-scale platform, and agentic AI capabilities. Its goal is to boost legal efficiency and accuracy so lawyers spend more time on strategic advice and client service.

Company Size

51-200

Company Stage

Debt Financing

Total Funding

$122.4M

Headquarters

Toronto, Canada

Founded

2018

Simplify Jobs

Simplify's Take

What believers are saying

  • Spellbook tripled revenue in 2025, targeting $100M ARR by 2026.
  • Spellbook partners with Canadian Bar Association for 40,000 professionals.
  • Spellbook secures $40M RBC debt for acquiring legal AI competitors.

What critics are saying

  • Harvey AI captures Spellbook's enterprise clients with broader platform.
  • Microsoft Copilot obsoletes Spellbook's Word plugin, driving 70% churn.
  • OpenAI's GPT-5 legal tool commoditizes Spellbook's LLM core.

What makes Spellbook unique

  • Spellbook integrates AI directly into Microsoft Word for seamless contract drafting.
  • Spellbook Associate executes complex legal tasks autonomously using GPT-5.
  • Spellbook maintains zero data retention and GDPR/CCPA compliance.

Help us improve and share your feedback! Did you find this helpful?

Your Connections

People at Spellbook who can refer or advise you

Benefits

Health Insurance

Wellness Program

Mental Health Support

Stock Options

401(k) Retirement Plan

401(k) Company Match

Parental Leave

Family Planning Benefits

Fertility Treatment Support

Unlimited Paid Time Off

Flexible Work Hours

Remote Work Options

Paid Vacation

Annual wellness allowance

Stock option grants

Growth & Insights and Company News

Headcount

6 month growth

-4%

1 year growth

-1%

2 year growth

4%
Business Wire
Mar 5th, 2026
Spellbook Secures $40M USD Debt Financing from RBCx to Support Strategic Acquisitions in Consolidating Legal AI Market

Spellbook, the AI copilot for contracts used by nearly 4,000 law firms and legal teams globally, today announced it has secured $40 million USD in debt finan...

Stockwatch
Mar 4th, 2026
RBC provides $40M debt financing to AI legal tech startup Spellbook for acquisitions

Spellbook, a St. John's-based legal AI software startup, has secured $40 million in debt financing from Royal Bank of Canada to acquire struggling competitors in the generative AI market. The company, officially named Dialog Enterprises Inc., launched one of the first generative AI tools for lawyers in 2022. Spellbook's AI copilot, powered by large language models including OpenAI's GPT-5, helps lawyers and corporations draft, edit and review legal contracts within Microsoft Word. The company tripled its revenue in 2025 and expects to reach $100 million in annual recurring revenues by year-end, according to CEO Scott Stevenson. The firm serves over 4,000 customers across 80 countries, including Nestlé, Dropbox and eBay. It recently signed a two-year partnership with the Canadian Bar Association to provide AI tools to 40,000 legal professionals.

Spellbook
Oct 13th, 2025
Spellbook Raises $50m Series B led by Khosla Ventures - Spellbook

Today we’re announcing our Series B financing led by Keith Rabois at Khosla Ventures, including participation from Threshold Ventures, Inovia, Bling Capital and Moxxie Ventures.

Law360
Oct 9th, 2025
Spellbook Secures $50M in Series B

Spellbook, a contract software company, announced the closing of a $50 million Series B funding round, valuing the company at $350 million. This brings its total funding to over $80 million.

Business Wire
Jun 5th, 2025
Spellbook Secures $10.9M in Funding to Bring Assistive AI to Lawyers

Spellbook, the AI copilot for lawyers, today announced $10.9M in funding led by Moxxie Ventures, with participation from Thomson Reuters Ventures, Inovia Cap...