Mid Market Sales Manager (AI)

TL;DR

Mid Market Sales Manager (AI): Leading and coaching a high-performing team of account executives to drive growth for AI-powered legal solutions with an accent on consultative sales and pipeline management. Focus on refining sales playbooks, scaling high-velocity processes, and achieving ambitious ARR targets within the legal sector.

Location: Must be based in Toronto, Canada (Hybrid: 3 days in office, 2 days remote).

Company

Harvey is an AI-driven platform transforming legal and professional services by combining agentic AI with deep domain expertise to reshape knowledge work.

What you will do

• Lead and mentor a team of consultative software sales professionals to achieve ARR targets.
• Manage revenue forecasting, pipeline maintenance, and book of business reporting.
• Refine sales playbooks and toolkits to enable high-velocity engagement.
• Collaborate cross-functionally to build effective sales processes and solutions.
• Actively participate in recruiting and hiring new team members.
• Coach account executives to promote career growth and team-driven culture.

Requirements

• 7+ years of tech sales experience with 2+ years of people management.
• Proven track record of selling complex software solutions to enterprise or mid-market clients.
• Experience operating in an early-stage, high-growth environment.
• Strong communication skills with the ability to articulate technical concepts.
• Deep understanding of AI applications in knowledge work and the legal profession.
• Must be based in Toronto to support the founding team office presence.

Culture & Benefits

• Opportunity to build as a founding member of the Toronto team.
• Fast-paced, mission-driven environment with a focus on decisiveness and simplicity.
• High-growth potential in a category-defining AI company.
• Structured hybrid work arrangement.