Senior AI-First Legacy Modernization Engineer

Wheels, LLC; Schaumburg (IL); On-site; USD 116,000 - 162,000; Full time

Job summary

Wheels, LLC is seeking a Developer IV to lead modernization of its application landscape toward AI-enabled, API-first, cloud-ready solutions. You will own the technical roadmap, balance legacy support with innovation, and guide teams through architecture evolution and AI tooling adoption.

You will mentor engineers, participate in agile processes, and drive measurable improvements in delivery speed, system resilience, and technical debt reduction.

Qualifications

• BS/BA in Computer Science, Information Systems, or related field.
• Minimum 10 years of professional development experience with emphasis on modernization.
• Experience with APIs, microservices, event-driven integration, and AI-assisted tooling.

Responsibilities

• Lead technical modernization across the application landscape and define the roadmap.
• Coach and mentor team members on AI-assisted development and modern practices.
• Collaborate with architecture leadership to plan target-state and incremental delivery.
• Develop, test, and support modernized applications while maintaining legacy systems.

Skills

Technical leadership

AI-assisted development

Architectural thinking

Scrum / Agile participation

Mentoring & coaching

Education

BS/BA in Computer Science or related

Tools

AI coding assistants

Cloud platforms

Job description

Wheels, LLC is seeking a Developer IV to lead modernization of its application landscape toward AI-enabled, API-first, cloud-ready solutions. You will own the technical roadmap, balance legacy support with innovation, and guide teams through architecture evolution and AI tooling adoption.

You will mentor engineers, participate in agile processes, and drive measurable improvements in delivery speed, system resilience, and technical debt reduction.