Senior Enterprise Education AE - Remote & Strategic Growth

Frontline Education Group; United States; Remote; USD 105,000 - 110,000; Full time

Benefits offered by this job

401(k) match

Stock purchase plan

Tuition reimbursement

Volunteer time off

Paid time off

Job summary

Frontline Education is seeking a senior sales professional to drive expansion and new-customer opportunities in the education technology space. This remote role requires residency in Florida near a Tier 1 airport and travel up to 33% of the time.

You will lead long-range territory strategy, engage with superintendents and state leaders, coordinate cross-functional resources, and leverage AI-enabled tools to deliver measurable outcomes for districts.

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 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.

Responsibilities

• Develop 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.

Skills

Enterprise SaaS

Education tech

Executive engagement

Forecasting CRM

Multistakeholder deals

Tools

CRM software

Job description

Frontline Education is seeking a senior sales professional to drive expansion and new-customer opportunities in the education technology space. This remote role requires residency in Florida near a Tier 1 airport and travel up to 33% of the time.

You will lead long-range territory strategy, engage with superintendents and state leaders, coordinate cross-functional resources, and leverage AI-enabled tools to deliver measurable outcomes for districts.