Enterprise Account Executive - RethinkEd

RethinkFirst • Full-time • Remote (Remote from Illinois, United States) • 1w ago

Fast Facts

RethinkEd is seeking an Enterprise Account Executive to lead sales efforts within large urban school districts, leveraging technology solutions to enhance educational outcomes. This role is ideal for experienced sales professionals passionate about making a difference in education.

Responsibilities: Manage multiple high-value district accounts and achieve a $1M+ annual quota through new and expanded opportunities, building trusted relationships and navigating complex procurement processes.

Skills: Deep understanding of urban school district structures, strong account planning, and experience in managing long sales cycles and multiple opportunities within a single account.

Qualifications: 7+ years of sales experience in K–12 education, demonstrated success in enterprise-level sales, and a bachelor’s degree or equivalent professional experience.

Location: Remote opportunities available for candidates in multiple states across the USA.

Compensation: Not provided by employer. Typical compensation ranges for this position are between $100,000 - $160,000.

Are you an educator at heart yearning to make a greater impact? Do you love building relationships and helping others succeed? Are you an advocate for technology solutions that help all learners thrive?

About Us

At Rethink Ed, we believe learning should bring out the best in everyone. As the 2020 CODiE Award Winner for Best Social Learning Program for Students, 2021 Winner for Best Student Learning Capacity-Building Solution, and 2022 Cool Tool EdTech Finalist for Vizzle, we bring cutting-edge strategies to administrators, educators, students, parents, and caregivers to support effective, high-quality education of the whole child. Our evidence-based, technology-driven solutions are developed and delivered by leading experts in Social and Emotional Learning, Behavior Management and Special Education.

The Role

RethinkEd is seeking an Enterprise Account Executive to lead sales efforts with the nation’s largest and most complex school districts. This role is designed for an experienced seller who understands how large urban districts operate, how they transact, and how decisions are made across multiple departments, funding sources, and stakeholder groups. The Enterprise Account Executive owns a small number of high-value districts and is responsible for managing multiple, concurrent opportunities within each account. Success in this role requires deep account planning, disciplined execution, and the ability to multithread relationships across executive, programmatic, and operational stakeholders.

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 RethinkEd’s footprint across departments, programs, and initiatives in large and urban school systems
Establish trusted relationships with senior district leaders and functional owners across Special Education, MTSS, Student Services, Curriculum & Instruction, and related areas
Navigate complex procurement, contracting, and funding processes common to large districts
Partner closely with Customer Success, Services, Marketing, and Enablement to drive long-term district success, renewals, and expansion

Qualifications & Key Competencies

Deep understanding of large, urban school district structures and decision-making and Ability to manage long, complex sales cycles with multiple parallel opportunities
Strong account planning and opportunity orchestration skills
Comfortable qualifying, prioritizing, and sequencing deals within a single account
Skilled at aligning multiple stakeholder priorities to a cohesive district narrative and confident engaging senior leaders while maintaining momentum with stakeholders
Data-driven approach to managing sales, with experience using CRM systems and productivity tools.
7+ years of sales experience, preferably in K–12 education, EdTech, or complex SaaS environments
Demonstrated success selling into large and urban school districts
Experience managing $1M+ quotas and enterprise-level accounts
Proven ability to manage multiple opportunities within a single large account
Strong understanding of district procurement, contracting, and funding structures
Bachelor’s degree or equivalent professional experience

Why Join RethinkEd?

Mission-driven organization making a meaningful difference in the lives of students and educators.
Collaborative, growth-oriented culture that values innovation and accountability.
Competitive compensation package with performance-based incentives.
Comprehensive benefits, including health, dental, vision, retirement plan, and paid time off.
Remote-first workplace with flexibility and national reach.

Location: Remote opportunities are available to candidates who reside in the following states: AL, AZ, CT, FL, GA, HI, IA, IL, IN, KY, LA, MD, MA, MI, MN, MO, MT, NC, NE, NH, NJ, NV, OH, OR, PA, RI, TN, TX, VA, WA, WI, WY

Our commitment to an inclusive workplace

RethinkFirst is an equal opportunity employer and is committed to providing a workplace free from harassment and discrimination. We celebrate the unique differences of our employees because that is what drives curiosity, innovation, and the success of our business. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, pregnancy, genetic information, disability, status as a protected veteran, or any other protected category under applicable federal, state, and local laws. Accommodations are available for applicants with disabilities.

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