Remote Lead: Application Modernization Expert

Ensono; Chicago (IL); Remote; USD 125,000 - 168,000; Full time

Benefits offered by this job

Unlimited Paid Days Off

Health plan options

401k with company match

Education Reimbursement

Sabbatical leave

Job summary

Ensono is seeking a Lead Application Modernization Consultant to guide agile teams in modernizing large-scale, high-availability applications across cloud platforms (Azure/AWS/GCP). You will stay hands-on in architecture while driving measurable business outcomes, mentoring engineers, and advancing AI-assisted development patterns.

You’ll oversee discovery, planning, and documentation, including ADRs and acceptance criteria, ensuring alignment with standards and client needs.

Qualifications

• Progressive software engineering or delivery leadership experience.
• Modernization of large, high-availability applications with cloud-native patterns.
• Hands-on in architecture, design, and development across teams.
• Experience with AI-assisted development tools and governance.
• Strong client-facing communication and ability to align teams on outcomes.

Responsibilities

• Lead an agile delivery team or significant workstream owning technical outcomes.
• Own risk within scope related to legacy, migrations, and new tech.
• Remain hands-on in architecture, design, and development while guiding multiple work packages.
• Drive modernization efforts by assessing codebases and recommending dispositions.
• Develop target-state designs with a clear path from legacy to modernized solutions.
• Lead discovery and planning to define problems, outcomes, success criteria, and priorities.
• Document requirements, ADRs, acceptance criteria, and architectural intent.
• Promote a modern developer experience and responsible use of AI-assisted tools.
• Maintain engineering judgment and transparent architecture decisions.
• Provide technical leadership within Connected Services with clear expectations.

Skills

Cloud architecture

Azure/AWS/GCP

Leadership

Java/.NET/Python

AI-assisted tools

Agile delivery

Client-facing communication

Technical leadership

Architecture patterns

Job description

Ensono is seeking a Lead Application Modernization Consultant to guide agile teams in modernizing large-scale, high-availability applications across cloud platforms (Azure/AWS/GCP). You will stay hands-on in architecture while driving measurable business outcomes, mentoring engineers, and advancing AI-assisted development patterns.

You’ll oversee discovery, planning, and documentation, including ADRs and acceptance criteria, ensuring alignment with standards and client needs.