Lead Software Engineer

Roadrunner Transportation ServicesDowners Grove, IL
Hybrid

About The Position

This role sits at the center of the company’s technology evolution—driving how modern software is designed, built, and delivered across the business. As systems scale and customer expectations increase, the organization requires a senior technical leader who can translate complexity into resilient, high-performing solutions. The Lead Software Engineer is responsible for elevating engineering execution, modernizing legacy platforms, and establishing scalable architecture patterns that support long-term growth. This is not a maintenance role—it is a forward-looking position focused on building systems that are secure, observable, cloud-ready, and aligned with business outcomes. Success in this role means delivering reliable, performant applications, accelerating development through strong engineering practices, and influencing how technology drives operational efficiency and customer experience.

Requirements

  • 8+ years of software development experience within the Microsoft technology stack
  • Bachelor’s degree in Computer Science, Information Technology, Engineering, or related field (or equivalent experience)
  • Deep expertise in modern .NET technologies (.NET 6/7/8, ASP.NET Core, Web API, Entity Framework Core)
  • Strong experience building and supporting both modern and legacy .NET applications
  • 5+ years developing web applications using ASP.NET MVC/Core and modern front-end frameworks (Angular or React)
  • Advanced proficiency in JavaScript, TypeScript, HTML5, and CSS
  • 5+ years of Microsoft SQL Server experience, including performance tuning and database design
  • Experience designing and implementing RESTful APIs and system integrations
  • Hands-on experience with Microsoft Azure (App Service, Functions, Azure SQL, Storage, Application Insights)
  • Experience with CI/CD pipelines (Azure DevOps, GitHub Actions, or similar)
  • Strong background in automated testing, code quality practices, and observability tools
  • Experience with secure coding practices and application security concepts
  • Proven ability to troubleshoot complex production issues and drive resolution

Nice To Haves

  • Experience in transportation, logistics, or operational systems environments
  • Exposure to microservices architecture, API gateways, and API lifecycle management
  • Experience leading Agile/Scrum/Kanban teams
  • Demonstrated success modernizing legacy platforms
  • Experience mentoring engineers and establishing development standards

Responsibilities

  • Lead software architecture and solution design
  • Design and implement scalable, secure, cloud-native software solutions aligned with business objectives
  • Apply API-first, modular, and service-oriented design principles across enterprise systems
  • Modernize legacy applications through refactoring, re-platforming, and cloud migration strategies
  • Establish architectural standards that improve maintainability, extensibility, and performance
  • Drive engineering execution and delivery excellence
  • Own end-to-end delivery of complex software initiatives with a focus on quality, speed, and reliability
  • Prioritize competing initiatives while maintaining high standards for performance and uptime
  • Lead technical design sessions, code reviews, and development best-practice implementation
  • Act as a senior escalation point for troubleshooting and production issue resolution
  • Advance cloud, DevOps, and platform capabilities
  • Champion CI/CD pipelines, automated testing, and infrastructure-as-code practices
  • Drive adoption of Azure services and cloud-native architectures to improve scalability and resilience
  • Implement observability standards including monitoring, logging, and diagnostics
  • Promote secure development practices and application-level security controls
  • Collaborate across the business
  • Partner with product owners, QA, infrastructure, data, and security teams to align on delivery outcomes
  • Translate complex technical concepts into clear business insights for non-technical stakeholders
  • Influence roadmaps by aligning engineering capabilities with operational and customer needs
  • Ensure solutions meet business, operational, and customer service expectations
  • Elevate team capability and engineering standards
  • Mentor developers and raise the technical bar across the team
  • Promote consistent coding standards, testing practices, and documentation discipline
  • Leverage AI tools to improve developer productivity and solution quality
  • Contribute to a culture of ownership, accountability, and continuous improvement

Benefits

  • Comprehensive benefits package including medical, dental, vision, 401(k), and paid time off
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