Vice President of Engineering, People Solutions

Role Description

Frontline Education is seeking a transformational Vice President of Engineering, People Solutions, to lead the technical strategy, delivery, modernization, and operational excellence of our Human Capital Management product engineering organization.

Reporting to the Chief Technology Officer, you'll serve as a key member of Frontline's Technology leadership team and play a central role in shaping the company's strategy, operating model, and AI-first transformation.

The People Solutions portfolio serves thousands of school districts through an integrated Human Capital Management solution that supports:

• Recruiting
• Hiring
• Employee management
• Professional growth
• Absence management
• Time and attendance
• Workforce management
• Strategic workforce planning

This position combines deep technical leadership with organizational influence, product partnership, operational rigor, and a strong commitment to customer outcomes.

As a key leader in Frontline's AI-first transformation, you'll help shape how we apply AI to create meaningful value for school districts while advancing the effectiveness of our engineering organization.

Your work will directly influence how thousands of school districts recruit, develop, manage, and support the educators and staff who help millions of students succeed.

Qualifications

• Proven experience leading large-scale SaaS engineering organizations supporting enterprise applications, platforms, or multi-product portfolios.
• Experience delivering enterprise-scale SaaS products in the HCM, ERP, workforce management, or similarly complex business domains.
• Strong comfort with AI-enabled engineering teams, intelligent automation, AI-powered product capabilities, and emerging technology trends.
• Deep experience building and scaling modern cloud-based applications and distributed systems.
• Strong track record partnering with Product, Design, and Architecture leaders to deliver customer-centered software solutions.
• Experience establishing engineering metrics, operational KPIs, and data-informed decision-making practices.
• Experience leading geographically distributed engineering teams and developing strong engineering leadership benches.
• Demonstrated success leading engineering transformation initiatives, including modernization, cloud adoption, technical debt reduction, organizational scaling, and operational excellence.
• Strong understanding of software architecture, platform engineering, DevOps practices, site reliability principles, security, and modern software delivery methodologies.
• Experience influencing executive stakeholders and building alignment across complex organizations.
• Exceptional communication skills with the ability to translate technical strategy into clear business outcomes.
• Strong business and operational acumen with the ability to connect technical investments to customer, employee, and business outcomes.
• Bachelor's degree in Computer Science, Engineering, or related field preferred. Equivalent experience will also be considered.

Requirements

• Lead the People Solutions engineering organization across multiple product areas, platforms, and development teams.
• Define and execute a multi-year engineering strategy aligned to Frontline's product vision, customer needs, and business priorities.
• Establish and execute a modernization strategy that advances platform evolution, engineering effectiveness, AI adoption, and long-term business growth.
• Champion Frontline's Product Operating Model by keeping engineering teams close to customer needs through active discovery, trusted delivery, and customer-centered decision making.
• Deliver the AI strategy in partnership with Product, Platform, and Architecture leaders, identifying opportunities to deliver practical, high-impact AI capabilities that improve outcomes for school district staff, educators, and students.
• Establish People Solutions Engineering as an AI-first engineering organization by leveraging agentic AI-enabled development practices and intelligent automation to accelerate delivery, improve quality, and increase engineering efficacy.
• Build and scale a high-performing engineering organization through effective coaching, organizational design, succession planning, and leadership development.
• Strengthen engineering leadership capability and organizational maturity while building a deep and sustainable leadership bench.
• Balance innovation efforts with improvements to scalability, maintainability, reliability, security, observability, and performance.
• Lead engineering transformation initiatives, including modernization, cloud adoption, technical debt reduction, platform simplification, and operational excellence.
• Foster a culture of accountability, ownership, and continuous learning that empowers teams to innovate while maintaining high standards of execution.
• Influence enterprise technology strategy and contribute to cross-functional planning, prioritization, investment decisions, and operational alignment.
• Partner closely with Product, Platform, Architecture, Security, and Customer Experience leaders to deliver scalable, reliable, and customer-centered solutions.
• Deepen alignment across Product, Engineering, and Customer Experience teams to accelerate delivery, improve customer outcomes, and maximize business impact.
• Drive measurable improvements in engineering effectiveness, operational maturity, product reliability, and the speed and quality of customer outcomes.
• Champion thoughtful and responsible adoption of AI and emerging technologies while maintaining trust, transparency, security, and human-centered design principles.
• Help shape the future of workforce management technology in K-12 education by delivering solutions that enable school districts to recruit, develop, manage, and support the employees who make student success possible.

Benefits

• 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.
• 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.
• 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.