Description
Vice President of Engineering, People Solutions

Location: Remote, USA

How You'll Drive Success
• 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.

What You Bring to Help Us Grow
• 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.

What You'll Need to Thrive
• Act Like an Owner: Takes accountability for outcomes, builds trust through action, and leads with integrity, transparency, and follow-through.
• Be Better Together: Builds strong partnerships across teams, encourages diverse perspectives, and creates an environment where people can do their best work together.
• Obsess Over Customer Success: Learns what matters most to customers, earns trust in every interaction, and consistently aligns decisions to customer outcomes.
• AI-First Leadership: Sees AI as both a customer value accelerator and a transformational force within software organizations. Champions responsible experimentation, continuous learning, and practical application of AI to improve products, processes, and outcomes.
• Strategic and Practical Thinking: Balances long-term vision with disciplined execution and operational excellence.
• Calm Through Complexity: Navigates ambiguity, organizational change, and transformation with clarity, resilience, and focus.
• Talent Builder: Invests deeply in people development, coaching, succession planning, and building inclusive, high-performing teams.
• Continuous Learner: Embraces emerging technologies, evolving customer needs, and new ways of working with curiosity and adaptability.
• Systems Thinker: Understands how architecture, teams, platforms, data, and customer experiences connect across the organization.
• Customer-Centered Innovator: Uses technology thoughtfully to solve meaningful problems and create measurable impact for schools and communities.

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

Frontline Education offers a competitive executive compensation package designed to attract and retain exceptional leaders.
The full base compensation range for this position is $200,000-$250,000.
Compensation for this role will be based on experience, leadership scope, geographic location, and internal equity considerations. The package may include base salary, annual incentive opportunities, long-term incentive eligibility, comprehensive health benefits, retirement programs, personalized time off, and professional development support.