Frontline Education
Enterprise Account Executive - Future Opportunity
SaaS
Edtech.com's Summary
Frontline Education is hiring an Enterprise Account Executive to lead the company's most significant partnerships with large school districts and state education systems. This role involves managing complex, enterprise-wide sales opportunities by aligning stakeholders, developing strategic account plans, and driving long-term organizational impact through transformative solutions.
Highlights
- Lead full lifecycle of enterprise partnerships, focusing on retention, adoption, and long-term value.
- Develop account strategies that support growth and expansion across multi-entity education organizations.
- Build trusted relationships with executive stakeholders such as superintendents and state decision-makers.
- Navigate complex sales cycles and procurement processes in education systems.
- Design and position comprehensive, enterprise-wide solutions aligned with customer priorities.
- Collaborate with cross-functional teams including Solutions Consulting, Product, Marketing, Legal, and Finance.
- Mentor peers on enterprise selling strategies and represent Frontline in the education and edtech communities.
- Required experience: large-scale enterprise sales in SaaS or edtech with a proven track record of closing multi-year, high-value agreements.
- Compensation: total on-target earnings of $280,000 (base $140,000 plus $140,000 commission) with potential for higher earnings based on performance.
- Travel up to 33% based on business needs.
Enterprise Account Executive - Future Opportunity Full Description
Enterprise Account Executive - Future Opportunity
Location: United States
Description
Enterprise Account Executive
Location: Remote, United States
Preferred region alignment based on territory
Preferred region alignment based on territory
Travel: Up to 33% of time, based on customer, territory, and business needs
How You'll Contribute To Our Mission
As an Enterprise Account Executive, you will lead Frontline’s most significant and strategically important partnerships, working with the largest school districts, state systems, and multi-entity education organizations across the country. This role focuses on leading Frontline’s most complex, enterprise-wide opportunities, where success depends on navigating large-scale systems, aligning diverse stakeholders, and driving long-term organizational impact.
You’ll partner closely with customer executive level leaders to understand their most pressing challenges and help design solutions that transform how their organizations operate. By aligning strategy, stakeholders, and outcomes, you’ll play a critical role in advancing our mission to transform how schools work, so every educator and student succeeds — and our vision of every school thriving, every community stronger.
How You'll Drive Success
- Own the full lifecycle of enterprise partnerships, driving a land-and-expand approach that supports retention, adoption, and long-term customer value
- Grow enterprise partnerships by identifying and activating expansion opportunities across departments, schools, and systems
- Own and lead Frontline’s largest and most complex enterprise opportunities from strategy through close, including multi-year, multi-solution agreements often spanning significant organizational investment
- Develop and execute comprehensive account strategies that align to long-term customer priorities, driving both new growth and expansion across districts, states, and education systems
- Build and sustain trusted relationships with executive stakeholders, including superintendents, cabinet leaders, and state decision-makers, serving as a strategic advisor
- Navigate complex buying environments, aligning diverse stakeholder groups around shared goals, measurable outcomes, and long-term value
- Design and position enterprise-wide solutions that connect Frontline’s capabilities to customer priorities, enabling operational transformation at scale
- Articulate and quantify the value of Frontline’s solutions, linking investment to measurable operational and educational outcomes
- Lead and align cross-functional deal teams, bringing together Solutions Consulting, Product, Marketing, Legal, Finance, and Customer Experience to deliver cohesive, high-impact outcomes
- Structure and negotiate complex agreements in partnership with internal teams, balancing customer needs with sustainable business outcomes
- Maintain clear, accurate forecasting and pipeline visibility while confidently managing long, multi-threaded sales cycles
- Contribute market insights and competitive intelligence to internal teams, helping shape product direction and go-to-market strategy
- Mentor and elevate peers by sharing enterprise selling approaches, insights, and best practices across the organization
- Represent Frontline externally as a trusted voice in the education and edtech community
What You Bring To Help Us Grow
- Significant experience leading large-scale enterprise sales in SaaS, edtech, or similarly complex environments
- A track record of closing and expanding multi-year, high-value agreements across large, distributed organizations
- A consultative, customer-centered approach that prioritizes outcomes, builds trust, and fosters long-term partnerships
- Strong executive presence, with the ability to engage, influence, and guide senior leaders through complex decisions
- Experience navigating complex procurement processes, stakeholder groups, and organizational dynamics
- Strong business acumen, with the ability to connect solutions to strategic, financial, and operational outcomes
- Curiosity and openness to leveraging AI and emerging technologies to enhance planning, insight generation, and engagement
What You'll Need To Thrive
- A deep sense of ownership, taking accountability for outcomes and leading with clarity in high-impact, high-visibility situations
- The ability to balance long-term strategic thinking with disciplined execution across extended sales cycles
- Comfort using AI-enabled tools to strengthen forecasting, account planning, and decision-making
- Adaptability in navigating evolving customer needs, shifting priorities, and complex environments
- A collaborative mindset that values shared success, open communication, and continuous learning
- A commitment to understanding customer goals deeply and making decisions with their long-term success in mind
- Willingness and ability to travel up to 33% of the time, with travel varying by deal stage, customer needs, seasonality, territory priorities, team meetings, events, and other business needs
Our Mission, Our People, Our Purpose
At Frontline Education, we’re reimagining what’s possible by becoming an AI-first organization, transforming how we think, work, and serve the educators who shape our schools every day. By using AI in thoughtful, practical ways, we’re creating tools that help educators save time, gain insights, and focus more on what matters most — their students.
At Frontline Education, we’re reimagining what’s possible by becoming an AI-first organization, transforming how we think, work, and serve the educators who shape our schools every day. By using AI in thoughtful, practical ways, we’re creating tools that help educators save time, gain insights, and focus more on what matters most — their students.
As part of our team, you’ll be expected and empowered to build and apply AI skillsets that grow with you, because at Frontline Education, technology amplifies what matters most: the human drive to learn, improve, and make a difference.
How We Support Growth, Balance, and Well-Being
- Personalized Time Off: Take time when it’s needed most — whether that’s a family vacation, a reset day, or simply time to rest and refocus.
- Paid Sick Time: Separate, dedicated sick leave to care for yourself or loved ones.
- Volunteer Time Off: Paid time to give back and support causes that matter to you.
- Ten Paid Holidays: Enjoy meaningful moments and traditions throughout the year.
- Our Philosophy: We believe time away from work helps you bring your best self to it.
Continuous Learning and Growth
- World-Class Learning Access: Explore thousands of on-demand courses through platforms like LinkedIn Learning.
- Leadership & Technical Skill Building: Develop new capabilities and chart your own professional path.
- AI Empowerment: Use OpenAI tools to build fluency with emerging technology and harness AI as a creative partner for innovation and problem-solving.
- Tuition Reimbursement: Invest in formal education to advance your skills and career.
- Ongoing Learning Culture: Participate in company-led webinars on AI, inclusion, and industry trends—designed to inspire curiosity and continuous improvement.
Health, Happiness, and Purpose
- Wellness Initiatives: Company-sponsored programs that support physical, mental, and emotional well-being.
- Employee Assistance Program (EAP): Confidential support for you and your family’s needs.
- Comprehensive Benefits: Health and financial benefits that support your happiness and future.
- A Culture That Cares: At Frontline Education, we want every team member to learn, grow, and thrive—personally, professionally, and purposefully.
Compensation & Benefits
Frontline Education offers a competitive compensation package designed to recognize and reward high performance. This role carries total on-target earnings of $280,000, comprised of a base salary of $140,000 and on-target commission of $140,000.
Frontline Education offers a competitive compensation package designed to recognize and reward high performance. This role carries total on-target earnings of $280,000, comprised of a base salary of $140,000 and on-target commission of $140,000.
Because this position is focused on Frontline's largest and most strategic opportunities, the quota is intentionally calibrated to reflect a smaller number of higher-value, more complex deals. Commission rates are structured at an elevated level to match the depth of strategic effort each deal requires and paired with accelerators on overperformance, create meaningful earning potential well beyond OTE. Top performers in this role have a clear path to substantially exceed on-target earnings through outsized enterprise wins.
Final compensation structure, including territory alignment, quota, and performance metrics, will be confirmed as part of role scoping.
Inclusion, Belonging & Equal Opportunity
Frontline Education is an equal opportunity/affirmative action employer. We aspire to have an inclusive workplace and strongly encourage suitably qualified applicants from a wide range of backgrounds to apply and join our team.
Interview Process & Data Privacy
As part of our interview process, Frontline uses video conferencing tools that may include photo capture and automated transcription features. A screenshot or photo may be taken at the start of the interview for internal identification and record-keeping purposes only. Transcription tools may be used to support consistent note-taking and evaluation.
These materials are used solely by our recruiting and hiring teams, stored securely, and not shared outside of the hiring process. Candidates may opt out of transcription by notifying their recruiter in advance. Frontline processes candidate information in accordance with applicable data privacy laws and only for legitimate recruitment purposes.
