Principal AI Enablement & SDLC Coach

job summary:

We are seeking a Principal AI-Native Enablement & Training Coach to lead the technical transformation and organizational change management for our engineering community. In this role, you will act as the architect of our developer 'Golden Path,' guiding engineering teams from manual coding execution toward an AI-augmented orchestration model using modern AI tools like Claude Code. You will bridge technical credibility with educational leadership to build a high-performing, AI-empowered software culture.

location: Chicago, Illinois

job type: Contract

salary: $50 - 74 per hour

work hours: 8am to 5pm

education: Bachelors



responsibilities:

• Design and deliver comprehensive training programs focused on AI-assisted development, context engineering, and iterative verification loops.
• Mentor and upskill engineering teams through workshops, peer-to-peer enablement sessions, and open office hours.
• Establish standard configurations and persistent AI guidelines (e.g., .claudecode , CLAUDE.md ) to align AI tools with enterprise engineering standards.
• Partner with AI Governance and Security teams to embed compliance rules, security guardrails, and automated quality gates into daily IDE workflows.

qualifications:

REQUIRED QUALIFICATIONS

15+ years of hands-on experience in full-stack software development with strong expertise in Java, Spring Boot, microservices, and React.

Proven track record in technical coaching, developer enablement, or leading enterprise-level organizational change management.

Practical experience utilizing AI-assisted development platforms (e.g., Claude Code, GitHub Copilot) and context engineering techniques.

Exceptional presentation and communication skills, with the ability to engage both executive leadership and senior engineers effectively.

PREFERRED QUALIFICATIONS

Experience with cloud-native tooling, including Docker, Kubernetes, and modern CI/CD pipelines.

Knowledge of custom AI extension frameworks, Model Context Protocol (MCP) servers, or custom guardrail integration.

Strong background in Test-Driven Development (TDD) and automated software quality architecture.

skills:

AI,Cloud Native Architecture,peer learning,Containerization,Docker,modern Java,Kubernetes,microservices,peer-to-peer,React,Spring Boot,SDLC,Test-Driven Development (TDD),Web APIs,communication,high emotional intelligence,passion,empathy,architecture,architecting,Automation,Organizational Change Management,OCM,Optimization Strategies,AI Enablement,enterprise engineering,Full Stack Engineering,full-stack software,AI Governance,lifecycle management,mentor,mentoring,Security,Standardize,teaching,Technical Coaching,training programs,workflows

Equal Opportunity Employer: Race, Color, Religion, Sex, Sexual Orientation, Gender Identity, National Origin, Age, Genetic Information, Disability, Protected Veteran Status, or any other legally protected group status.

At Randstad Digital, we welcome people of all abilities and want to ensure that our hiring and interview process meets the needs of all applicants. If you require a reasonable accommodation to make your application or interview experience a great one, please contact

Pay offered to a successful candidate will be based on several factors including the candidate's education, work experience, work location, specific job duties, certifications, etc. In addition, Randstad Digital offers a comprehensive benefits package, including: medical, prescription, dental, vision, AD&D, and life insurance offerings, short-term disability, and a 401K plan (all benefits are based on eligibility).

This posting is open for thirty (30) days.