Regional Sales Director

Frontline Education; United States; On-site; USD 140,000 - 195,000; Full time

Benefits offered by this job

Personalized Time Off

Paid Sick Time

Volunteer Time Off

Ten Paid Holidays

Tuition Reimbursement

AI Empowerment

Job summary

Frontline Education is seeking a Regional Sales Director to shape partnerships with K-12 districts across your region. You will lead regional strategy, foster executive engagement, and drive growth through data-driven territory planning and cross-functional collaboration.

You’ll partner with Account Executives, apply AI-enabled insights to optimize forecasting and coaching, and travel up to 50% as needed to support customers and teams in the West region.

Qualifications

• Five or more years of regional sales leadership in SaaS/EdTech or enterprise software.
• Strong track record building regional strategies that drive growth.
• Comfort engaging with executive-level stakeholders and guiding complex conversations.

Responsibilities

• Develop and lead regional strategy reflecting district needs and funding cycles.
• Translate data and field insights into actions to grow territory performance.
• Collaborate with Strategic Account Executives to shape territory plans.
• Coach and develop sales teams to improve consultative selling and leadership.
• Engage with senior district leaders and collaborate with cross-functional teams.

Skills

Sales leadership

SaaS / EdTech experience

Executive stakeholder engagement

Data interpretation

Cross-functional collaboration

Forecasting & pipeline management

AI-enabled sales tools familiarity

Travel flexibility

Tools

Salesforce

Gong

AlignedUp

Revenue Intelligence

AI-enabled platforms

Job description

Remote within the United States aligned to West region. Greater Dallas, Denver, Phoenix, or Los Angeles areas preferred. Regular travel up to 50% of the time required based on customer, territory, and business needs.

How You’ll Contribute to Our Mission

As a Regional Sales Director, you will shape how Frontline partners with K-12 districts across your region, helping education leaders access solutions that make their work more effective and impactful. Reporting to the Chief Sales Officer, you will connect strategy, relationships, and insight to ensure schools are supported in meaningful, lasting ways.

This role brings together regional leadership, customer understanding, and cross-functional collaboration to ensure that what we build and deliver reflects the real needs of educators. Your perspective from the field will help guide decisions, strengthen partnerships, and expand our ability to serve schools with purpose.

How You’ll Drive Success

• Build and lead a regional strategy that reflects district needs, funding cycles, and evolving market dynamics while aligning to company priorities.
• Translate data, trends, and field insight into clear actions that strengthen territory performance and long-term growth.
• Partner closely with Strategic Account Executives to shape thoughtful territory plans and prioritize high-impact opportunities.
• Guide consistent execution across the region by strengthening pipeline health, forecast accuracy, and overall sales performance.
• Engage directly with senior district leaders, including superintendents and board members, to support complex, high-value opportunities.
• Collaborate across Product, Marketing, Client Success, and Services to ensure a connected and positive customer experience.
• Bring forward customer feedback, emerging needs, and product insights to help shape decisions across the organization.
• Identify risks and opportunities early and adjust regional plans to maintain momentum and resilience.
• Coach and develop team members to grow their confidence, deepen their approach to consultative selling, and strengthen executive engagement.
• Foster a culture where teams explore new tools and insights, using technology in thoughtful ways to improve planning, decision-making, and outcomes.
• Represent Frontline across your region by building trusted relationships with districts, state leaders, and partners.
• Use AI-enabled insights to identify regional performance trends, pipeline risk, and coaching opportunities.
• Help sales leaders apply AI responsibly in territory planning, account strategy, forecasting, and seller coaching.
• Partner with Revenue Intelligence, Enablement, and Sales Operations to embed AI into practical sales workflows.
• Reinforce ethical, accurate, and customer-appropriate use of AI across sales motions.

What You Bring to Help Us Grow

• Five or more years of successful sales leadership experience within a SaaS, EdTech, enterprise software, or public sector technology environment.
• A strong background in SaaS, education technology, or enterprise sales environment.
• Demonstrated success building and executing regional strategies that drive consistent growth.
• Understanding of K-12 education systems, including how districts make decisions and allocate resources.
• Confidence engaging with executive-level stakeholders and guiding complex conversations.
• Ability to interpret data, identify patterns, and turn insights into clear, strategic action
• Experience working across teams to align priorities and move initiatives forward
• Strong command of Salesforce and modern sales tools, with familiarity using Gong, AlignedUp, revenue intelligence, and AI-enabled platforms to improve execution.
• Willingness to travel regularly within the region to build relationships and support your team.

What You’ll Need to Thrive

• A mindset that stays curious and open to new ways of working, especially as tools and technology continue to evolve.
• The ability to balance long-term strategy with day-to-day execution.
• A collaborative approach that brings people together around shared goals.
• Comfort navigating change and helping others adapt with clarity and confidence.
• A thoughtful approach to using technology that keeps people, relationships, and outcomes at the center.

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.

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.

The full base compensation range for this position is $140,000 - 150,000, with on target earnings up to $300,000. Competitive salary and incentive structure aligned to regional performance and impact. Comprehensive benefits package including health coverage, retirement plans, and employee stock purchase options where applicable. Access to learning resources, tuition reimbursement, and flexible time off to support your growth and well-being.

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.

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