Spellbook is seeking an Enterprise Sales Manager to build, lead, and scale a sales team focused on larger law firms and in-house legal departments, with deal sizes ranging from $40k to $500k+. This high-impact role involves developing and executing strategies to capture the enterprise segment, coaching the team to win complex, high-value deals, and shaping Spellbook’s future sales strategy. The manager will recruit, train, and oversee a high-performing team, drive revenue targets, and collaborate with other departments to deliver tailored solutions and ensure seamless client onboarding.

Must Have

• Recruit, train, and manage a high-performing sales team focused on enterprise clients.
• Develop and implement strategies to penetrate target accounts, shorten sales cycles, and increase deal size.
• Oversee and manage team performance to meet and exceed revenue targets.
• Support the team in handling longer, multi-stakeholder sales cycles, including RFPs and custom deal negotiations.
• 4+ years of management experience overall.
• Minimum of 2 years managing an enterprise sales team in B2B SaaS.
• Proven track record of success in managing complex sales cycles and winning high-value deals.
• Ability to design and execute go-to-market strategies that effectively target and close mid-market and enterprise accounts.
• Skilled at implementing scalable sales processes and utilizing CRM and sales tools (e.g., Salesforce, HubSpot).
• Excellent verbal and written communication skills.
• Deep understanding of the needs of enterprise clients.
• Thrives in a fast-paced startup environment, with a passion for building and scaling teams and processes from the ground up.

Good to Have

• Background in legal or legal tech.
• Experience managing fully remote teams.
• Experience selling into legal, compliance, or professional services industries.

Perks & Benefits

• Embrace autonomy and accountability in a flexible work environment.
• Access company-paid group benefits for you and your family.
• $1,000 towards mental health support.
• Disconnect during holiday closure and take advantage of generous time off policies.
• Enjoy monthly paid meals.
• Annual wellness allowance to support your well-being.
• Parental leave top-ups as your family grows.
• Receive competitive stock option grants as a pivotal early employee.

Sales Manager, Enterprise

Location

Remote - Canada

Employment Type

Full time

Location Type

Remote

Department

Sales

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 $80 million.

ABOUT THE ROLE

We are hiring an Enterprise Sales Manager to build, lead, and scale our sales team focused on larger law firms and in-house legal departments with deal sizes ranging from $40k to $500k+. This is a high-impact role where you’ll develop and execute strategies to capture the enterprise segment while coaching your team to win complex, high-value deals. Reporting to the VP Sales, you’ll play a key role in shaping the future of Spellbook’s sales strategy.

RESPONSIBILITIES

• Recruit, train, and manage a high-performing sales team focused on enterprise clients.
• Develop and implement strategies to penetrate target accounts, shorten sales cycles, and increase deal size.
• Create documentation, customer testimonials and other assets to address common pain points and pushback faced by the Enterprise sales team
• Oversee and manage team performance to meet and exceed revenue targets, with a focus on landing and expanding relationships with legal teams at enterprise corporations
• Work closely with Marketing, Product, and Customer Success to align strategies, deliver tailored solutions, and ensure seamless onboarding for new clients.
• Support the team in handling longer, multi-stakeholder sales cycles, including RFPs and custom deal negotiations.
• Partner with IT and People to address technical and policy requirements for customers to expedite customer engagements.
• Track key sales metrics, analyze performance trends, and provide actionable insights to leadership to refine strategies and processes.
• Stay hands-on by participating in key deals, guiding team members on best practices, and maintaining strong relationships with key accounts.
• Other responsibilities as required.

QUALIFICATIONS

• 4+ years of management experience overall, plus a minimum of 2 years managing an enterprise sales team in B2B SaaS. Experience selling into legal, compliance, or professional services industries is a plus.
• Proven track record of success in managing complex sales cycles and winning high-value deals, while building tactics to reduce time to close and increasing conversion rates.
• Ability to design and execute go-to-market strategies that effectively target and close mid-market and enterprise accounts in a high volume environment.
• Skilled at implementing scalable sales processes and utilizing CRM and sales tools (e.g., Salesforce, HubSpot).
• Excellent verbal and written communication skills, with the ability to influence and inspire both clients and team members.
• Deep understanding of the needs of enterprise clients, with a focus on delivering tailored solutions that drive value.
• Thrives in a fast-paced startup environment, with a passion for building and scaling teams and processes from the ground up.

NICE TO HAVES

• Background in legal or legal tech
• Experience managing fully remote teams

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

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.

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