Senior Manager, Sales, Enterprise (Legal AI)

TL;DR

Senior Manager, Sales, Enterprise (Legal AI): Leading and developing a high-performing Enterprise Account Executive team to drive sales of AI-powered legal technology solutions with an accent on complex, multi-stakeholder deal cycles. Focus on shaping sales strategy, coaching team members, and building executive-level relationships within prestigious law firms and corporate legal departments.

Location: Must be based in Toronto, with a hybrid work environment requiring office attendance at least twice per week.

Salary: $108,800–$163,200 CAD (base salary), plus commission range of $108,800–$163,200 CAD.

Company

hirify.global is a global leader in legal AI technology, dedicated to transforming the legal experience for professionals and increasing access to justice.

What you will do

• Lead, coach, and develop a team of Enterprise Account Executives to consistently exceed sales quotas.
• Drive strategy and execution for top-tier named accounts while refining repeatable sales motions.
• Partner with the team on high-impact conversations with senior decision-makers and C-suite executives.
• Collaborate cross-functionally with product, R&D, marketing, and customer success to ensure a unified go-to-market approach.
• Hire, onboard, and scale a world-class enterprise sales team.
• Own pipeline health, forecast accurately, and provide market insights to guide leadership decisions.

Requirements

• Must be based in Toronto and able to work in a hybrid model.
• Proven history of exceeding targets as both an enterprise seller and a sales leader.
• Demonstrated experience managing and coaching high-performing Enterprise Account Executives in B2B SaaS.
• Deep expertise in complex, multi-threaded enterprise deals with long sales cycles.
• Ability to build strong executive-level relationships within AmLaw 100 firms or Fortune 500 legal departments.
• Willingness to travel to support team members and represent the company at strategic events.

Culture & Benefits

• Competitive salary with top-tier health, dental, and vision insurance.
• Hybrid work environment with a minimum of two days per week in the office.
• Flexible time off policy with 20 days encouraged per year.
• $2000 annual counseling benefit.
• RRSP matching and RESP contribution.
• hirify.globalversary recognition program for long-term employees.