Director, Enterprise Sales

Who You Are

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.

What You’ll Work On

• 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.
• 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 May Bring

• 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.

What You Will Find Here

• Competitive, equitable salary with top-tier health benefits, dental, and vision insurance.
• A hybrid work environment, with expectation for local Clios (Vancouver, Calgary, Toronto, Dublin and Sydney) to be in office minimum twice per week.
• A 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.

Pay

• The expected salary range* for this role is $184,800 to $231,000 to $277,200 USD.
• The expected new hire commission range for this role is $123,200 to $154,000 to $184,800 USD.
• The opportunity to earn commissions beyond the stated amounts are possible as commission earnings are uncapped.

Company Culture

• We are a Human and High Performing AI company, meaning we use artificial intelligence to improve all of our operations. In recruitment, AI helps us streamline the process for greater efficiency. However, we've built our systems to ensure that a human always reviews AI-generated output, and we never make automated hiring decisions.

Disclaimer

• We only communicate with candidates through official @clio.com email addresses.