Director of Software Engineering

PrePass is North America's most trusted weigh station bypass and toll management platform, transforming the transportation industry with innovative solutions. The Director of Software Engineering will provide strategic leadership across multiple engineering teams, defining the technical vision and ensuring alignment between engineering capabilities and business strategy while driving high-impact solutions.

Responsibilities:

• Define and execute the engineering vision and roadmap in alignment with company objectives and market opportunities
• Partner with executive leadership to shape technology strategy, investment priorities, and long-term platform evolution
• Drive innovation initiatives and evaluate emerging technologies to maintain a competitive advantage
• Establish engineering KPIs and metrics to measure team effectiveness, delivery quality, and operational excellence
• Lead offshore and nearshore remote teams effectively, including hybrid teams comprised of employees and contractors
• Lead, mentor, and develop multiple engineering managers and their teams, fostering a culture of accountability, collaboration, and continuous improvement
• Build and scale engineering teams through strategic hiring, retention strategies, and succession planning
• Create career development frameworks and growth opportunities to attract and retain top engineering talent
• Provide architectural oversight and technical governance across all engineering initiatives, ensuring scalability, security, and reliability
• Drive adoption of modern engineering practices, including cloud-native architectures, microservices, and DevOps methodologies
• Establish and enforce coding standards, design principles, and security policies across the engineering organization
• Oversee technical debt management and platform modernization efforts
• Enable high-traffic, high-transaction architectures
• Own engineering delivery across multiple product lines, ensuring projects are delivered on time, within budget, and to quality standards
• Manage engineering budgets, resource allocation, and vendor relationships
• Drive operational excellence through robust monitoring, incident management, and continuous improvement processes
• Ensure compliance with enterprise security, regulatory requirements, and industry best practices
• Serve as an engineering representative in executive discussions, board presentations, and strategic planning sessions
• Partner with Product, Operations, and Business Development to align engineering priorities with market demands and customer needs
• Communicate technology vision, risks, and tradeoffs effectively to both technical and non-technical stakeholders
• Build strong relationships with external partners, vendors, and technology communities

Requirements:

• Bachelor's degree in Computer Science, Software Engineering, or equivalent experience
• 15+ years of software engineering experience, with at least 8+ years in engineering leadership roles managing managers
• Proven track record of building and scaling engineering teams in high-growth, fast-paced environments
• Deep expertise in software architecture, system design, and modern development practices
• Strong background in cloud platforms (Azure, AWS, or GCP), distributed systems, and API-driven architectures
• Experience with enterprise systems integration, high-transaction platforms, and big data technologies
• Familiarity with DevOps practices, CI/CD pipelines, and infrastructure automation
• Knowledge of middleware, message brokers (Kafka, RabbitMQ), and event-driven architectures
• Demonstrated ability to inspire, develop, and retain high-performing engineering teams
• Executive presence with excellent communication and presentation skills
• Strategic thinking with the ability to translate business objectives into technical roadmaps
• Experience managing engineering budgets and resource planning
• Strong problem-solving skills with a results-oriented mindset
• Ability to lead remote nearshore and offshore teams