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.
Benefits:
- Generous health, dental, & vision benefits package
- Flexible paid time off
- 11 paid company holidays
- 401k + matching
- Parental leave
- Access to our award-winning RethinkCare platform supporting neurodiversity in the workplace through parental success, professional resilience, and personal wellbeing.
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, OK, 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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Recruiting Fraud Alert: Job applicants should be aware that there are external parties posing as RethinkFirst recruiters. These scams may include fraudulent communications via social media platforms (such as LinkedIn), email, or requests to schedule interviews. Note that any recruiting related communication you receive from RethinkFirst would come from an @rethinkfirst.com e-mail address, @applytojob.com email address (via our talent acquisition system), ‘[email protected]’ email address, and/or be found on the Rethinkfirst.com website. Please also note that at no point during our recruitment process will we request any form of monetary payment. If you believe that you have been a victim of job recruiting fraud, you should file a report with your local law enforcement.
Skills Required
- 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
- Deep understanding of large, urban school district structures, decision-making, procurement, contracting, and funding
- Ability to manage long, complex sales cycles with multiple parallel opportunities
- Strong account planning, opportunity orchestration, and pipeline management skills
- Proven ability to manage multiple opportunities within a single large account and multithread stakeholder relationships
- Skilled at aligning multiple stakeholder priorities and engaging senior district leaders
- Data-driven approach to sales with experience using CRM systems and productivity tools
- Bachelor's degree or equivalent professional experience
RethinkFirst Compensation & Benefits Highlights
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Healthcare Strength — Company materials highlight comprehensive medical, dental, and vision coverage alongside mental‑health resources, an EAP, and access to RethinkCare for employees and several friends or family members. Benefits snapshots and employer descriptions consistently portray health coverage as a strong element of the package.
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Leave & Time Off Breadth — Careers content describes generous PTO, paid sick/safe time, and paid holidays, with many roles operating flexibly or remotely to support work‑life balance. Third‑party listings reiterate broad time‑off offerings as part of the standard package.
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Wellbeing & Lifestyle Benefits — Access to RethinkCare, mental‑health benefits, an EAP, and remote/flexible work options underscore a holistic focus on wellbeing. Observations indicate these lifestyle supports are a distinctive part of the total rewards mix.
RethinkFirst Insights
What We Do
Rethink aims to provide families, educators and behavior healthcare providers affordable, best practice treatment solutions for children with special needs. Rethink is unique in our foot-print offering clinical support, best-practice tools, and research-based content via technology to all market segments, reaching more children with special needs than any other solution. Our platform supports curriculum planning, professional development, parent training, and tracking of student progress. Through video and online tools, we bring to life best practice teaching, treatment, and intervention strategies that help educators, parents, and clinicians personalize instruction for every child. The Rethink program is currently being used by employers, the US Department of Defense, Managed Care, Medicaid, federal, state and social service agencies, public school districts, and families nation- and worldwide.
Why Work With Us
Together, we’re a team of passionate, talented and motivated people working every day to help others live healthier, happier and more productive lives. Individually, we’re an incredibly diverse group of people who respect each other, celebrate our differences and unique talents and enjoy meeting new friends and colleagues along the way.
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RethinkFirst Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
RethinkFirst offers employees the opportunity to work remotely from the comfort of their home with occasional visits to the office in our beautiful Chelsea-based NYC office. Some roles have specific requirements around travel and in-office needs.
