Account Executive II

Frontline Education Group; Naperville (IL); Hybrid; USD 90,000 - 190,000; Full time

Benefits offered by this job

Wellness initiatives

Employee assistance program

Paid time off

Tuition reimbursement

Volunteer time off

Job summary

Frontline Education is seeking an Account Executive II on the Velocity Sales team in Naperville, IL. You’ll own cross-sell, upsell, and new-logo acquisition, independently managing increasingly complex opportunities with education leaders to align Frontline solutions with meaningful outcomes.

You’ll build trusted relationships with district leadership, drive territory strategy, run multi-threaded discovery, and collaborate with Solutions Consulting on advanced demos to present ROI narratives and

Qualifications

• Three to five years of SaaS sales experience.
• Strong track record of meeting revenue targets.
• Strong consultative skills.

Responsibilities

• Own territory strategy and build account plans for key districts.
• Use AI insights and analytics to identify whitespace and adjust strategy.
• Lead multi-threaded discovery and run advanced sales cycles in collaboration with Solutions Consulting.
• Engage district leadership (Superintendents, Business Administrators, Assistant Superintendents) and present ROI narratives.
• Maintain impeccable Salesforce hygiene and reliable forecasting.

Skills

SaaS sales

Account Executive

Forecasting

Stakeholder management

Solution selling

Tools

Salesforce

Job description

Description

Location:Hybrid to Naperville, Illinois. Regular travel up to 10% of the time required based on customer, territory, and business needs.

How You Will Make an Impact

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 an Account Executive II on our Velocity Sales team, you’ll be an experienced seller responsible for cross-sell, upsell, and new-logo acquisition. You’ll independently manage increasingly complex opportunities, partnering with education leaders to understand their challenges and align Frontline solutions to meaningful organizational outcomes.

By building trusted relationships, navigating diverse stakeholders, and helping customers improve how their organizations operate, you’ll directly advance our mission and help schools create stronger outcomes for educators and students.

How You'll Drive Success

Own territory strategy

• Build account plans for key districts.
• Use AI insights and analytics to identify whitespace.
• Adjust strategy throughout the year.

Build and manage a high-quality pipeline

• Maintain strong coverage across quarters.
• Engage in targeted outreach to existing customers.

Run advanced sales cycles

• Lead multi-threaded discovery.
• Facilitate alignment across stakeholder groups.
• Work with Solutions Consulting on advanced demos.

Engage senior leaders

• Build strong relationships with district leadership, such as Superintendents, Business Administrators and Assistant Superintendents.
• Present ROI narratives clearly.

Seamless handoff

• Document stakeholder alignment and metrics.

Operate with discipline

• Impeccable Salesforce hygiene.
• Reliable forecasting.

What You Bring to Help Us Grow

• Three to five years of SaaS sales experience.
• Strong track record of meeting revenue targets.
• Strong consultative skills.

AI First Competencies

• Uses AI for planning and prioritization.
• Improves forecasting accuracy with AI insights.

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.

Compensation & Benefits

The full base compensation range for this position is $90,000 -$95,000, with On Target Earnings up to $190,000. 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.

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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