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Spellbook

Sales Development Representative, SMB

Remote, Canada

Pay: $55,250 to $85,000 CAD / year
Job type: Full-time
Workplace: Remote
Posting language: English
Posted: Sep 23, 2026

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Original 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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More about this job

Responsibilities

The Sales Development Representative will identify and nurture relationships with prospective clients to drive new business. They are responsible for qualifying leads, conducting outreach, and scheduling meetings for the sales team.

Requirements

Candidates should have experience with CRM software and possess exceptional communication skills. The role requires a self-driven individual who thrives in a fast-paced, distributed startup environment.

Skills

Sales development
Lead qualification
Cold calling
Email outreach
CRM management
HubSpot
Salesforce
Communication
Relationship building
Organization
Attention to detail
Strategic outreach

Benefits

Company-paid group benefits
Mental health support
Holiday closure
Paid time off
Monthly paid meals
Annual wellness allowance
Parental leave top-ups
Stock option grants

Remote locations

Canada

Remote locations (standardized)

Canada

Visa sponsorship

Not detected in the job text

Keywords

SMB
AI
LegalTech
CRM
HubSpot
Salesforce
Lead Generation
Cold Outreach
Contract Management
Startup
SaaS
Sales Pipeline
Prospecting
Business Development
Client Relations

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