Sales Manager, Enterprise - Toronto

Why Harvey

At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come.

This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched.

Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you.

At Harvey, the future of professional services is being written today — and we’re just getting started.

Role Overview

Harvey's Enterprise Sales Manager joins our growing North American sales organization to lead and develop a team of Account Executives focused on driving AI adoption within the Canadian legal and professional services markets. The team's mission is to accelerate Harvey's enterprise revenue growth in Canada by combining a consultative sales approach with deep industry knowledge. This role owns both the strategic direction and day-to-day execution of a high-performing enterprise sales team, operating as an early sales leader in a rapidly expanding market. Partnering closely with cross-functional leaders across Product, Marketing, Legal Engineering, and Customer Success, the Enterprise Sales Manager shapes how Harvey lands and expands within Canada's largest law firms and corporate legal departments. It is a rare opportunity to build and scale an enterprise sales motion in a category-defining legal AI company during a period of exceptional growth.

What You'll Do

• Recruit, mentor and lead a team of consultative, solution-based, Enterprise sales professionals.
• Build the Canadian in-house team from the ground up — this includes sourcing and closing early hires in a market where Harvey has an earlier local sales presence.
• Own long-term strategy and day-to-day operations of the team.
• Be accountable for delivering/exceeding revenue targets, forecasting accurately, and scaling the team.
• Work cross-functionally across the organization to build effective sales processes and solutions that meet the needs of Harvey's clients.
• Act as Harvey's ambassador in the Canadian in-house legal and legal-ops community — building visibility through speaking opportunities, GC/legal ops networks (e.g. ACC Canada), and industry relationships that establish Harvey as a category leader locally.
• Localize Harvey's positioning for Canadian in-house buyers, including bilingual (English/French) considerations and data residency/regulatory questions that come up in-market.
• Develop our sales playbook to enable scaling, documenting learnings that can be applied across accounts.
• Cultivate a culture of development to promote career growth of direct reports.

What You Have

• 10+ years of tech sales experience and 5+ years of people management experience.
• Experience training and coaching a high-performance enterprise sales team.
• Experience operating in an early stage, high-growth environment — ideally including standing up a new team, region, or territory from scratch.
• Strong communication skills with the ability to clearly articulate technical concepts to a variety of audiences.
• Proven track record of selling complex software solutions to enterprise clients, with the ability to successfully execute on a consultative, solutions-oriented, value-based selling methodology.
• Ability to lead a complex, multi-threaded sale with stakeholders ranging from executives across various functions to day-to-day product users – especially the ability to convey technical concepts to non-technical audiences.
• Demonstrated passion for Harvey's mission and strong understanding of AI and its potential applications in knowledge work — genuinely energized by the idea of transforming an industry with technology, and comfortable being seen as a public advocate for that change, and interest in the legal profession and helping lawyers do their jobs better and more efficiently.
• Energized by contributing to the development of our sales processes and team-driven sales culture, refining the value proposition of our solutions and creating sales resources to drive our success.

Nice to haves:

• Prior experience selling into legal departments is a strong bonus, though not required.
• Existing relationships within the Canadian in-house legal / legal ops community (GCs, Heads of Legal Ops, ACC Canada, etc.) — someone who is already a known and respected name, not starting from zero.
• Bilingual English/French is a plus given the Quebec and federal market.

What We Offer

• Be part of building something special as a founding member of our Toronto team
• Structured hybrid working arrangement: 3 days in our Toronto office, 2 days working from home

Depending on your location, an Applicant Privacy Notice may apply to you. You can find all of our Applicant Privacy Notices [ here ].

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We are an AI company and we use AI to improve all of our processes, including in the recruitment process. Whilst we do use AI to help improve efficiency in our recruitment process, we do not rely on AI to make any automated decisions and ensure that a human reviews AI output.

The annualized base salary ranges for the role are listed below. Harvey pay ranges vary based on work location. As a part of the total compensation package, this role may be eligible for the Harvey Bonus Plan or a role-specific commission/bonus, as well as annual refresh equity grants. Recruiters can share more detail during the hiring process. Each candidate’s compensation offer will be based on multiple factors including, but not limited to, geography, experience, skills, job duties, and business need, among other things.

Harvey is an equal opportunity employer and does not discriminate on the basis of race, gender, sexual orientation, gender identity/expression, national origin, disability, age, genetic information, veteran status, marital status, pregnancy or related condition, or any other basis protected by law.

We are committed to providing reasonable accommodations to applicants with disabilities, and requests can be made by emailing accommodations@harvey.ai