Enterprise Account Executive

This is a fully remote position, open to applicants in Alabama, +29 more states.

📋 Description

• Achieve or surpass an annual quota of over $1M through new and expanded opportunities within enterprise districts.

• Build and oversee a strong, multi-opportunity pipeline within each designated district.

• Broaden RethinkEd’s presence across various departments, programs, and initiatives within large urban school systems.

• Develop trusted relationships with senior district leaders and functional owners within Special Education, MTSS, Student Services, Curriculum & Instruction, and related areas.

• Navigate the intricate procurement, contracting, and funding processes typical of large districts.

• Collaborate closely with Customer Success, Services, Marketing, and Enablement to ensure long-term district success, renewals, and growth.

• Lead sales efforts with the largest and most complex school districts in the nation.

• Manage a select number of high-value districts while handling multiple concurrent opportunities within each account.

• Conduct thorough account planning and build multithreaded relationships across executive, programmatic, and operational stakeholders.

⛳️ Requirements

• Profound understanding of the structures and decision-making processes in large urban school districts.

• Ability to manage lengthy, complex sales cycles with several parallel opportunities.

• Strong skills in account planning and opportunity orchestration.

• Proficient in qualifying, prioritizing, and sequencing deals within a single account.

• Expertise in aligning multiple stakeholder priorities to create a cohesive district narrative.

• Confidence in engaging with senior leaders while maintaining momentum with stakeholders.

• Data-driven approach to sales management.

• Experience with CRM systems and productivity tools.

• 7+ years of sales experience, ideally in K–12 education, EdTech, or complex SaaS environments.

• Proven track record of success in selling to large urban school districts.

• Experience managing quotas exceeding $1M and enterprise-level accounts.

• Demonstrated capability to handle multiple opportunities within a single large account.

• Strong understanding of district procurement, contracting, and funding structures.

• Bachelor’s degree or equivalent professional experience.

🏝️ Benefits

• Mission-driven organization making a significant impact in the lives of students and educators.

• Collaborative, growth-oriented culture that prioritizes innovation and accountability.

• Competitive compensation package that includes performance-based incentives.

• Comprehensive health benefits, including health, dental, and vision coverage.

• Retirement plan.

• Paid time off.

• Remote-first workplace offering flexibility and national reach.