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Sales Development Representative, SMB

@ Spellbook

Remote in Canada

$55k–$85k/yrRemoteFull-time
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SIGNALS

Overview

Spellbook is hiring a Sales Development Representative, SMB, a full-time role focused on prospecting and qualifying law firms and other businesses for its AI copilot for transactional lawyers. The work involves cold calls, emails, lead qualification, scheduling meetings for the sales team, and CRM reporting in HubSpot. The posting states a flexible, distributed work environment and a company-paid group benefits plan with $1,000 toward mental health support.

Pay:

$55,250–$85,000 a year

Responsibilities:

  • Engage prospects on business challenges and fit with Spellbook
  • Qualify leads and schedule meetings with the sales team
  • Conduct outreach by cold call, email and other channels
  • Maintain interaction and progress records in HubSpot CRM
  • Report weekly, monthly and quarterly progress to sales leadership

Requirements summary:

  • Experience with CRM software such as HubSpot or Salesforce
  • Exceptional verbal and written communication
  • High attention to detail and organization
  • Thrives in a fast-paced startup and distributed team
  • Self-driven and resourceful

Tools & skills

Benefits mentioned

Parental leaveWellnessStock options
Source and dates

Employer career site / ATS feed · ashby

Employer posting date
2026-09-23
First seen by our source
2026-10-08
Source record updated
2026-10-19

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

Job details

SeniorityEntry level
DepartmentSales
Hours per week40 (estimated)
Travelair: none · ground: none
Work settingHome, Office
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

As a Sales Development Representative, SMB at Spellbook, you will play a crucial role in driving new business by identifying and nurturing relationships with prospective clients. You’ll be the first point of contact, representing our AI technology to law firms and other businesses. Your work will set the tone for client relationships, ensuring a seamless handoff to our sales team.

RESPONSIBILITIES

  • Engage with prospects to understand their business challenges and how Spellbook can address their needs.

  • Qualify leads and schedule meetings between potential clients and sales team

  • Conduct outreach through cold calls, emails, and other channels to generate new opportunities and re-engage past prospects.

  • Maintain accurate records of interactions and progress in CRM (HubSpot).

  • Collaborate with the Sales and Marketing teams to continuously refine our outreach strategy.

  • Report on weekly, monthly, and quarterly progress to the sales leadership.

QUALIFICATIONS

  • You thrive in a fast-paced startup environment, balancing independence with collaboration.

  • You are resourceful and can turn ambiguity into actionable steps.

  • You are self-driven and thrive without micromanagement, yet are quick to analyze and adapt your methods based on results.

  • You have experience using CRM software (e.g., HubSpot, Salesforce).

  • You are an exceptional communicator, able to engage both verbally and in writing.

  • You can maintain a high level of attention to detail and organization.

  • You thrive in a distributed team environment.

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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