We’re looking for a Sr. Manager, Sales, Enterprise to lead, inspire, and grow our Enterprise Account Executive team in Toronto.

This is a high-impact leadership role at the forefront of redefining how the world’s most sophisticated legal teams work. You’ll coach, develop, and empower a team of AEs selling Clio’s category-defining AI and legal technology solutions to the most prestigious law firms and corporate legal departments in the country—driving change in an industry that’s ready for transformation. As an Enterprise Sales Manager, you’ll have the opportunity to shape strategy, elevate execution, and ensure your team has the runway, support, and market opportunity to do the best enterprise selling of their careers.

You are a proven sales leader who thrives in complex, consultative enterprise environments. You know what it takes to navigate the legal market and command the room with senior partners, general counsel, and C-level executives. You bring a track record of coaching enterprise sellers to success and a deep understanding of what it takes to shape and close large, multi-stakeholder deals. You’re motivated by building high-performing teams and delivering outsized results.

• 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 your team on high-impact conversations with senior decision-makers, from managing partners to innovation leads to C-suite executives.

• A history of exceeding targets as both an enterprise seller and a sales leader with experience building or scaling teams in high-growth environments.

• 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.

• Willingness to travel to support team members in the field, attend client meetings, and represent Clio at strategic events.

• Growth mindset when it comes to process improvement and new technologies, especially AI

• 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.

What you will find here:

Compensation is one of the main components of Clio’s Total Rewards Program. We have developed a series of programs and processes to ensure we are creating fair and competitive pay practices that form the foundation of our human and high-performing culture.

Some highlights of our Total Rewards program include:

• Competitive, equitable salary with top-tier health benefits, dental, and vision insurance 

• Hybrid work environment, with expectation for local Clions (Vancouver, Calgary, Toronto, Dublin and Sydney) to be in office minimum twice per week.

• Flexible time off policy, with an encouraged 20 days off per year.

• $2000 annual counseling benefit

• RRSP matching and RESP contribution 

• Clioversary recognition program with special acknowledgement at 3, 5, 7, and 10 years​​

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*Our salary bands are designed to reflect the range of skills and experience needed for the position and to allow room for growth at Clio. For experienced individuals, we typically hire at or around the midpoint of the band. The top portion of the salary band is reserved for employees who demonstrate sustained high performance and impact at Clio. Those who are new to the role may join below the midpoint and develop their skills over time. The final offer amount for this role will be dependent on geographical region, applicable experience, and skillset of the candidate.