Regional Sales Manager

Location: United States

Location: Naperville, IL

As Regional Sales Manager, you’ll play a critical role in bringing that mission to life by leading and developing a team of Account Executives (AEs) and Associate Account Executives (AAEs) focused on helping school districts solve meaningful operational challenges.

This role combines strategic leadership, coaching, and customer partnership. You’ll help your team build trusted relationships with district leaders, navigate complex sales cycles, and deliver solutions that create measurable impact for educators and students. You’ll also foster a culture where accountability, collaboration, curiosity, and continuous improvement thrive.

You’ll work closely with Regional Sales Directors and cross-functional partners across Marketing, Sales Operations, Client Success, and Product teams to drive growth while ensuring the customer remains at the center of every decision.

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. As Regional Sales Manager, you’ll play a critical role in bringing that mission to life by leading and developing a team of Account Executives (AEs) and Associate Account Executives (AAEs) focused on helping school districts solve meaningful operational challenges.

This role combines strategic leadership, coaching, and customer partnership. You’ll help your team build trusted relationships with district leaders, navigate complex sales cycles, and deliver solutions that create measurable impact for educators and students. You’ll also foster a culture where accountability, collaboration, curiosity, and continuous improvement thrive.

You’ll work closely with Regional Sales Directors and cross-functional partners across Marketing, Sales Operations, Client Success, and Product teams to drive growth while ensuring the customer remains at the center of every decision.

• Lead, coach, and develop a team of AEs and AAEs to achieve regional revenue goals and deliver consistent customer value.
• Create a high-performing culture grounded in accountability, collaboration, inclusion, and continuous learning.
• Support team members through coaching, pipeline strategy, deal progression, forecasting, and territory planning.
• Partner with Regional Sales Directors to execute go‑to‑market strategies aligned to company growth priorities.
• Help sellers deepen customer relationships by understanding district priorities and aligning solutions to meaningful outcomes.
• Use Salesforce and AI‑enabled tools to improve forecasting accuracy, pipeline visibility, productivity, and sales effectiveness.
• Foster thoughtful adoption of new technologies and data‑driven practices that help teams work smarter and serve customers more effectively.
• Collaborate cross‑functionally with Marketing, Sales Operations, Client Success, Legal, and Product teams to improve the customer experience and accelerate growth.
• Hire, onboard, and develop talent while building strong succession pipelines across the sales organization.
• Monitor performance metrics and proactively identify opportunities for coaching, operational improvements, and market expansion.
• Lead with integrity and transparency while helping teams navigate change with confidence and resilience.

• 5+ years of SaaS or EdTech sales experience, including experience leading or mentoring customer‑facing sales teams.
• Experience managing or coaching Account Executives, Associate Account Executives, or similar quota‑carrying roles.
• Proven ability to consistently achieve or exceed revenue targets within a consultative…