Director, Enterprise Customer Success

We are seeking a seasoned Enterprise Customer Success Director who combines world-class customer management expertise with strong commercial acumen. This role will lead a team of Enterprise Customer Success Managers (CSMs) and own the retention and growth of our most strategic, $20MM+ Enterprise segment.

Requirements

• 10+ years of progressive experience in Customer Success, Account Management, or related roles, with a minimum of 3 years managing and mentoring a high-performing team.
• Proven track record of meeting or exceeding renewal and expansion revenue targets for a book of business exceeding $10MM.
• Strong commercial instincts with fluency in enterprise buying cycles, value frameworks, and negotiation strategies.
• Executive presence and the ability to communicate complex ideas to C-suite stakeholders in large-scale Enterprise organizations (e.g., 20,000+ student districts).
• Demonstrated ability to navigate large, matrixed organizations and influence without authority.
• Willingness to travel regularly to meet with key account stakeholders
• Strong operational discipline and demonstrated experience owning revenue forecasting and renewal pipeline management.

Benefits

• Comprehensive medical benefits with employer contribution to premiums and to HSA accounts
• Pet insurance
• Free access to the Calm app
• Flexible PTO plus 10 company holidays plus winter break (Dec 24th - Jan 1st)
• 401(k) plan with employer match
• Parental leave
• Fertility support
• Adoption support
• Annual learning and development allowance to employees to attend external training sessions, classes, workshops, conferences, and educational materials