Enterprise EdTech Account Executive — Remote District Growth

RethinkFirst; Atlanta (GA); Remote; USD 120,000 - 200,000; Full time

Benefits offered by this job

Remote-first workplace

Job summary

RethinkFirst is seeking an Enterprise Account Executive to lead sales efforts with the nation’s largest and most complex school districts. This role requires deep district navigation and multi-stakeholder engagement.

You will own a small number of high-value districts, manage multiple opportunities, and drive revenue through strategic account planning and cross-team collaboration. Remote-first with national reach, competitive incentives.

Qualifications

• Deep understanding of large, urban school district structures and decision-making.
• Ability to manage long, complex sales cycles with multiple parallel opportunities.
• Experience selling into large, urban school districts and managing $1M+ quotas.
• Proven account planning and opportunity orchestration skills.
• Strong stakeholder alignment across district leadership and programmatic offices.

Responsibilities

• Achieve or exceed a $1M+ annual quota through new and expanded opportunities within enterprise districts.
• Build and manage a robust, multi-opportunity pipeline within each assigned district.
• Expand footprint across departments, programs, and initiatives in large school systems.
• Establish trusted relationships with senior district leaders across Special Education, MTSS, Student Services, Curriculum & Instruction.
• Navigate complex procurement, contracting, and funding processes common to large districts.
• Partner with Customer Success, Services, Marketing, and Enablement to drive long-term district success.

Skills

Account planning

Stakeholder engagement

CRM familiarity

EdTech sales

Sales cycles

Quota management

Education

Bachelor’s degree or equivalent

Tools

CRM systems

Productivity tools

Job description

RethinkFirst is seeking an Enterprise Account Executive to lead sales efforts with the nation’s largest and most complex school districts. This role requires deep district navigation and multi-stakeholder engagement.

You will own a small number of high-value districts, manage multiple opportunities, and drive revenue through strategic account planning and cross-team collaboration. Remote-first with national reach, competitive incentives.