Strategic Account Executive

Location

Remote in the United States within AZ, CO, CA, WA, or OR territory. Regular travel up to 33% of the time based on customer, territory, and business needs.

About the role

Reporting to the Regional Sales Director, you will lead some of Frontline’s largest and most complex expansion and new-customer opportunities. You will help school districts and state-level education organizations connect their priorities with solutions that simplify operations, support educators, and create lasting value for their communities.

How You'll Drive Success

• Develop and execute long-range account and territory strategies aligned with customer priorities, market opportunities, and Frontline’s growth objectives.
• Identify and prioritize high-potential school district, regional, and state-level opportunities using data, customer insight, and thoughtful market analysis.
• Lead complex expansion and new-customer pursuits involving multiple stakeholders, solutions, funding considerations, and decision-making processes.
• Build compelling business cases, return-on-investment analyses, and multiyear proposals that connect Frontline’s capabilities to measurable customer outcomes.
• Serve as a trusted advisor to superintendents, cabinet members, state leaders, and other senior stakeholders by listening closely and understanding the outcomes they are working to achieve.
• Coordinate internal resources across Solutions Consulting, Product, Marketing, Client Experience, Legal, Finance, and other teams to deliver a unified customer experience.
• Take ownership of opportunity strategy, next steps, risks, and commitments throughout the sales cycle.
• Maintain accurate, timely forecasts and a disciplined view of pipeline health, deal progression, and territory performance.
• Meet or exceed revenue goals while building sustainable customer relationships and protecting long-term value.
• Use AI-enabled tools thoughtfully to strengthen account research, scenario planning, strategic modeling, meeting preparation, and opportunity analysis.
• Review AI-assisted work for accuracy, context, confidentiality, and relevance before using it in customer or business decisions.
• Mentor Account Executives across experience levels by sharing approaches, providing coaching, and helping colleagues navigate complex opportunities.
• Contribute insights from customers and the market to improve Frontline’s sales strategies, messaging, products, and customer experience.
• Represent Frontline at conferences, customer meetings, and industry events with credibility, curiosity, and a clear understanding of the challenges facing education leaders.

What You Bring to Help Us Grow

• Five or more years of demonstrated success selling enterprise SaaS, education technology, or similarly complex solutions.
• Experience leading large, multistakeholder sales cycles involving executive decision-makers and extended evaluation processes.
• A strong record of expanding accounts, developing new business, and meeting or exceeding revenue expectations.
• Advanced consultative and value-based selling capabilities, including discovery, business-case development, negotiation, and executive communication.
• Experience developing multiyear account strategies and navigating complex organizational, procurement, funding, or regulatory environments.
• The ability to build trusted relationships and communicate credibly with senior district, state, and internal leaders.
• Strong financial and analytical judgment, including experience developing return-on-investment models and strategic proposals.
• Consistent forecasting discipline and confidence using CRM, pipeline-management, and sales-productivity tools.
• Experience partnering across functions to move complex opportunities forward and deliver strong customer outcomes.

What You'll Need to Thrive

• An ownership mindset and the discipline to carry strategic commitments from planning through execution.
• The ability to balance ambitious growth goals with the long-term interests of customers and Frontline.
• Curiosity about how school systems operate and a commitment to understanding each customer’s priorities, challenges, and measures of success.
• Sound judgment when navigating sensitive customer information, complex negotiations, and competing priorities.
• A collaborative approach that brings together different perspectives and creates shared accountability across teams.
• Comfort working independently in a remote environment while remaining connected to colleagues, customers, and regional priorities.
• Adaptability when customer needs, market conditions, technology, or business strategies change.
• A practical learning mindset and an interest in using AI and emerging tools to improve preparation, analysis, and decision-making.

Compensation & Benefits

The full base compensation range for this position is $105,000 – $110,000, with On Target Earnings up to $220,000. Compensation for this role may include a base salary and performance-based incentive opportunity. Actual compensation will be determined according to the approved range for the position and may consider relevant experience, skills, geographic location, internal equity, and other applicable factors.

• A performance-based sales incentive plan.
• A 401(k) plan with company match.
• Employee stock purchase opportunities.
• Comprehensive health and financial benefits.
• Personalized paid time off and dedicated sick leave.
• Paid volunteer time.
• Tuition reimbursement and professional-development resources.
• Wellness initiatives and confidential employee-assistance support.