LEAD AI DEVELOPER

SIDRAM TECHNOLOGIES; United States; Remote; USD 180,000 - 240,000; Full time

Job summary

CNA Insurance is seeking a Senior/Lead AI Developer to lead reverse engineering of complex enterprise applications and design AI-assisted modernization strategies.

You will guide Java and .NET modernization, oversee security upgrades, and mentor teams in agentic engineering, secure coding, and human-in-the-loop verification.

This is a remote W2 role open to candidates with 15+ years of experience and USC/H4EAD/independent visa eligibility.

Qualifications

• Hands-on experience building/configuring AI agents and skills.
• Claude Code, Cursor, GitHub Copilot or comparable agentic tooling.
• Strong enterprise Java and/or .NET development experience.
• Java modernization: JDK, JBoss/Application Servers, Maven, Gradle, dependency remediation.
• Linux/Red Hat and Windows environments.
• LDAP, Okta, OAuth, OIDC, JWT.
• API, Database, SQL, Integration, CI/CD, Git, Debugging, Logging, Observability.
• Spec-driven development, technical design, code review, testing, and production support.
• Ability to validate AI-generated output through human verification and engineering controls.

Responsibilities

• Lead reverse engineering of complex enterprise applications using AI agents/skills.
• Analyze architecture, dependencies, integrations, databases, security flows, runtime, and deployments.
• Create spec-driven implementation plans for AI-assisted development teams.
• Design and govern reusable AI skills and agents for modernization and remediation.
• Drive Java and .NET modernization, including JDK, JBoss, Maven/Gradle, dependencies, and infrastructure.
• Lead security modernization using LDAP, Okta, OAuth/OIDC, and JWT.
• Assess application blast radius, integrations, databases, libraries, batch processes, and deployment pipelines.
• Lead technical troubleshooting, P1 incidents, debugging, and RCA.
• Mentor developers in agentic engineering, secure coding, code review, and human-in-the-loop verification.

Skills

AI agents

Java/.NET

Security modernization

CI/CD

Troubleshooting

Leadership

Linux/Windows

Tools

Claude Code

Cursor

GitHub Copilot

Job description

NOW HIRING: SENIOR / LEAD AI DEVELOPER

Client: CNA Insurance

Location: Remote

Employment: W2 Only

Experience: 15+ Years

Work Authorization: USC / H4EAD / Independent Visa

Ideal Candidate Profile

• Systems Thinker: Understands complex enterprise interconnections and downstream impacts.
• Hands-On Fixer: Builds and implements solutions rather than only identifying issues.
• Battle-Scarred Veteran: Strong production, troubleshooting, modernization, and incident experience.
• Technical Leader: Hands-on Senior/Lead Engineer capable of guiding development pods.

Key Responsibilities

• Lead reverse engineering of complex enterprise applications using AI agents/skills.
• Analyze architecture, dependencies, integrations, databases, security flows, runtime, and deployments.
• Create spec-driven implementation plans for AI-assisted development teams.
• Design and govern reusable AI skills and agents for modernization and remediation.
• Drive Java and .NET modernization, including JDK, JBoss, Maven/Gradle, dependencies, and infrastructure.
• Lead security modernization using LDAP, Okta, OAuth/OIDC, and JWT.
• Assess application blast radius, integrations, databases, libraries, batch processes, and deployment pipelines.
• Lead technical troubleshooting, P1 incidents, debugging, and RCA.
• Mentor developers in agentic engineering, secure coding, code review, and human-in-the-loop verification.

Required Skills

• Hands-on experience building/configuring AI agents and skills.
• Claude Code, Cursor, GitHub Copilot or comparable agentic tooling.
• Strong enterprise Java and/or .NET development experience.
• Java modernization: JDK, JBoss/Application Servers, Maven, Gradle, dependency remediation.
• Linux/Red Hat and Windows environments.
• LDAP, Okta, OAuth, OIDC, JWT.
• API, Database, SQL, Integration, CI/CD, Git, Debugging, Logging, Observability.
• Spec-driven development, technical design, code review, testing, and production support.
• Ability to validate AI-generated output through human verification and engineering controls.

Preferred Skills

• Python, LLM/Agent Frameworks, MCP, RAG
• Prompt & Context Engineering
• GCP / Vertex AI
• Application Security & Vulnerability Remediation
• Software Supply Chain & Secrets Management
• OAuth/OIDC/JWT
• Large-scale monolithic application modernization

Candidate Profile

15+ Years | W2 Only | Remote | USC / H4EAD / Independent Visa

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