Full-Time

Business Development Representative

Spellbook

Spellbook

51-200 employees

AI-powered contract drafting and review

Compensation Overview

CA$65k - CA$100k/yr

+ Stock Options

Toronto, ON, Canada

In Person

Category
Sales & Account Management (1)
Required Skills
Hubspot
Salesforce
Requirements
  • 1+ years of experience as an SDR, BDR, or in a similar sales role
  • Demonstrated success in meeting or exceeding quotas
  • Experience in a start up or building out a new motion is a plus
  • Excellent communication and interpersonal skills
  • Familiarity with CRM software (e.g., Hubspot/Salesforce) and sales engagement tools (e.g., Outreach, SalesLoft)
  • Ability to thrive in a fast-paced, dynamic environment
Responsibilities
  • Prospect, identify, engage and qualify new business opportunities through calls, emails, social and additional channels
  • Maintain a high level of daily activity, including cold calls, emails, and social touches
  • Develop a strong understanding of the company’s products and services to effectively communicate value propositions to prospects
  • Set qualified appointments and meetings for the midmarket and enterprise sales team
  • Track all activities in the CRM system, ensuring data accuracy and completeness
  • Participate in workshops regularly, including role-playing sessions, copy creations and call reviews to continuously upskill and learn test best practices
  • Report on successes in data-driven fashion while staying cognizant of the gut-check likelihood of success of a campaign
  • Provide feedback for development of talk tracks, standard email sequences, etc. in an ongoing effort to improve a new, dedicated outbound motion for Spellbook
  • Collaborate with the SDR Manager to expand bandwidth and reach while increasing engagement and conversion rates
  • Develop and present new best practices, outreach strategies, and messaging techniques to the team
  • Work with leadership to implement and refine SDR/BDR processes and workflows
  • Stay up-to-date with industry trends and competitors to identify new opportunities for growth
  • Own an account list and/or territory and leverage indicators, intent signals and trends to engage prospects with the right timing
  • Self-motivate and understanding of the inputs and activities volume required to achieve success
  • Technical ability with prospecting, sales engagement and CRM tools, with emphasis on tracking data and hygiene in a shared digital space
  • Perform other duties as assigned to support the organization’s needs, consistent with the scope and level of this role.
Desired Qualifications
  • Proven track record of developing effective sales strategies
  • Experience in SaaS or technology sales is an advantage
  • Strong organizational skills and attention to detail

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.

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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...