Senior Manager, Sales, Enterprise

Clio•Toronto, ON

8d•CA$108,800 - CA$163,200•Hybrid

About The Position

Clio is seeking a Sr. Manager, Sales, Enterprise to lead, inspire, and grow their Enterprise Account Executive team in Toronto. This is a high-impact leadership role focused on redefining how sophisticated legal teams operate. The role involves coaching, developing, and empowering a team of Account Executives (AEs) who sell Clio’s AI and legal technology solutions to prestigious law firms and corporate legal departments. The manager will shape strategy, elevate execution, and ensure the team has the resources and market opportunity to excel in enterprise selling.

Requirements

Proven sales leader who thrives in complex, consultative enterprise environments.
Experience navigating the legal market and commanding the room with senior partners, general counsel, and C-level executives.
Track record of coaching enterprise sellers to success.
Deep understanding of shaping and closing large, multi-stakeholder deals.
Motivated by building high-performing teams and delivering outsized results.
Demonstrated experience managing and coaching high-performing Enterprise Account Executives in B2B SaaS, ideally within legal tech or adjacent verticals.
Proven ability to earn trust and build strong executive-level relationships within AmLaw 100 firms or Fortune 500 corporate legal departments.
Deep expertise in complex, multi-threaded enterprise deals with long sales cycles and significant deal values.
Strong leadership presence, with exceptional communication, coaching, and motivational skills.
Comfort operating in a high-growth, rapidly evolving environment.
Growth mindset when it comes to process improvement and new technologies, especially AI.

Nice To Haves

A history of exceeding targets as both an enterprise seller and a sales leader with experience building or scaling teams in high-growth environments.
Willingness to travel to support team members in the field, attend client meetings, and represent Clio at strategic events.

Responsibilities

Lead, coach, and develop a team of Enterprise Account Executives to consistently exceed quota.
Drive the strategy and execution of sales plays across top-tier named accounts, while refining repeatable sales motions and documenting best practices.
Partner with the team on high-impact conversations with senior decision-makers, including managing partners, innovation leads, and C-suite executives.
Create a culture of excellence in enterprise selling, with mastery of value-based, consultative approaches.
Collaborate cross-functionally with Legal Architects, product, R&D, marketing, and customer success to shape solutions and ensure a unified go-to-market approach.
Hire, onboard, and scale a world-class team of Enterprise AEs.
Own pipeline health, forecast accurately, and provide market insights to guide leadership decisions.
Represent Clio at industry forums and client events, positioning both yourself and your team as thought leaders in legal AI.