Strategic Account Executive - Philadelphia

Frontline Education; Philadelphia (Philadelphia County); Remote; USD 105,000 - 110,000; Full time

Benefits offered by this job

401(k) plan with company match

Employee stock purchase opportunities

Comprehensive health benefits

Personalized paid time off and sick-le

Volunteer time off

Job summary

Frontline Education is seeking a senior, individual-contributor salesperson to lead enterprise SaaS opportunities within the Philadelphia territory, with travel up to 33% based on deal needs. You will guide long-range territory strategy, manage complex pursuits, and act as a trusted advisor to district and state leaders.

You will align stakeholders across Solutions Consulting, Product, Marketing, and Finance to deliver measurable outcomes and sustainable revenue growth for Frontline’s education

Qualifications

• 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.
• Strong record of expanding accounts, developing new business, and meeting revenue targets.
• Advanced consultative and value-based selling, including discovery and ROI development.
• Experience shaping multiyear account strategies in complex procurement environments.
• Ability to communicate credibly with senior district/state leaders and internal stakeholders.

Responsibilities

• Develop and execute long-range account and territory strategies aligned with customer priorities.
• Identify high-potential school district, regional, and state opportunities using data and insights.
• Lead complex expansion and new-customer pursuits with multiple stakeholders.
• Build business cases, ROI analyses, and multiyear proposals linking Frontline capabilities to outcomes.
• Serve as a trusted advisor to superintendents and state leaders, aligning with their goals.
• Coordinate internal resources to deliver a unified customer experience.
• Manage opportunity strategy, next steps, risks, and commitments through the sales cycle.
• Maintain accurate forecasts and a disciplined view of pipeline health.
• Meet or exceed revenue goals while protecting long-term value.
• Mentor Account Executives and share market insights to improve team performance.
• Represent Frontline at conferences and events with credibility and curiosity.

Skills

Enterprise SaaS sales

Executive stakeholder selling

Forecasting & CRM

Territory planning

Multistakeholder deal orchestration

Job description

Location: Remote, USA

This role must be located within the Philadelphia, PA territory. Regular travel up to 33% of the time based on customer, territory, and business needs.

How You'll Contribute to Our Mission

At Frontline Education, our mission is to transform how schools work, so every educator and student succeeds. Our vision is every school thriving. Every community stronger. 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.

This is a senior individual-contributor sales role. You will shape long-range territory strategy, guide sophisticated enterprise pursuits, and serve as a trusted advisor to senior education leaders. You will also influence how our broader regional sales team learns, collaborates, and succeeds.

You will take ownership of outcomes from early account planning through long-term customer partnerships. By learning what matters most to each customer, bringing the right people together, and making decisions with the customer’s goals in view, you will help Frontline earn trust and build relationships that extend well beyond a single transaction.

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.
• A willingness to share knowledge, coach colleagues, and contribute to the success of the broader sales organization.

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.
• The ability to coach others through questions, examples, and shared learning rather than relying solely on direction.
• A commitment to representing Frontline with integrity and strengthening trust in every customer interaction.
• 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.

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.

Eligible employees may have access to:

• 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.

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.