Design, build, and refine test strategies for agentic AI systems tasked with automating legacy application modernization
Develop and execute test plans that validate AI agent performance in autonomous upgrade scenarios, with a target of 90% successful autonomous completion
Work without comprehensive documentation by reverse-engineering application behavior, designing workarounds, and automating tests for undocumented systems
Combine expertise in Java/Selenium migration to Playwright and desktop automation to test AI agents across legacy and modernized environments
Validate end-to-end modernization workflows, including infrastructure upgrades (e.g., JDK version migrations) and security transitions (e.g., legacy authentication to Okta integration)
Identify edge cases, failure modes, and downstream system impacts that AI agents must handle or flag for human review
Collaborate with agentic engineers to translate test findings into agent skill refinements and prompt improvements
Establish quality gates and validation frameworks for autonomous upgrade execution across enterprise-scale systems
Qualifications
Required
Strong, hands-on experience with agentic AI systems, prompt engineering, and AI agent orchestration
Proven expertise transforming test automation from Java/Selenium to Playwright-based frameworks
Deep proficiency in desktop automation testing
Demonstrated ability to test and validate systems with minimal or no documentation, using reverse-engineering and exploratory techniques
Systems-level thinking: ability to map downstream impacts of infrastructure and security changes across interconnected enterprise applications
Experience navigating high-stakes production incidents and applying lessons learned to system design and testing strategy
Preferred
Experience modernizing legacy Java applications or managing large-scale dependency upgrades
Familiarity with identity and access management transitions (e.g., LDAP, ISD to modern OAuth/Okta)
Background in infrastructure or platform engineering testing
Knowledge of Claude Code or similar AI-driven code generation and automation tools