AI Enablement Product Owner
Hybrid / Remote (Based on Business Needs) – Chicago, IL
Contract-to-Hire Opportunity
Overview
This is not a traditional Product Owner role and not a pure Business Analyst role.
The client is specifically looking for someone who:
- Acts like a Product Owner
- Thinks like a Business Analyst
- Works hands-on like an AI Builder
The ideal candidate will be responsible for driving AI adoption across business teams by identifying high-value use cases, translating business needs into AI solutions, designing prompts, testing outputs, refining results, and enabling successful user adoption.
This role sits at the intersection of:
- Product Ownership
- Business Analysis
- Prompt Engineering
- AI Enablement
- Change Management
Candidates should have hands-on experience using Generative AI tools to solve real business problems—not just exposure to AI technologies.
What the Client is Really Looking For
The client wants someone who can take a business problem and independently drive it through the entire AI lifecycle:
Business Need → Use Case Definition → Prompt Design → Testing → Refinement → User Adoption
This person will be expected to:
- Identify where AI can improve business processes
- Design and optimize prompts
- Evaluate output quality
- Create reusable prompt libraries
- Support adoption and change management
- Work closely with business and technology teams
This is a highly execution-oriented role rather than a strategy-only position.
Key Focus Areas
Product Ownership & Agile Delivery
- Manage and prioritize AI enablement backlog
- Define user stories and acceptance criteria
- Facilitate discovery and refinement sessions
- Partner with Scrum teams to deliver incremental value
- Validate outcomes with business stakeholders
Business Analysis & Process Improvement
- Gather and document AI use cases
- Analyze business workflows and identify automation opportunities
- Define business rules, constraints, and success metrics
- Translate business requirements into actionable AI solutions
Prompt Engineering & AI Solution Development
Strong hands-on experience with:
- Microsoft 365 Copilot
- Copilot Studio
- Google Gemini
- Power Platform AI capabilities
Responsibilities include:
- Designing prompts and prompt templates
- Building reusable prompt libraries
- Testing and refining AI outputs
- Performing regression testing
- Improving consistency, quality, and reliability of AI-generated results
AI Testing & Quality Assurance
- Develop prompt evaluation frameworks
- Create test plans and validation scenarios
- Measure output quality, accuracy, consistency, and compliance
- Document testing results and improvement recommendations
User Adoption & Change Management
- Create:
- User guides
- FAQs
- Playbooks
- Training materials
- Support AI adoption initiatives
- Gather user feedback and continuously improve solutions
Governance & Responsible AI
- Ensure AI solutions comply with:
- Security requirements
- Privacy standards
- Compliance policies
- Apply appropriate controls and guardrails
- Escalate AI-related risks when necessary
Required Qualifications
- 5+ years of experience as a:
- Product Owner
- Business Analyst
- Product Analyst
- Similar business-facing technology role
- Strong Agile/Scrum experience
- Proven ability to translate business requirements into deliverable solutions
- Hands-on experience using Generative AI tools in business environments
- Strong prompt engineering and prompt refinement experience
- Excellent written communication skills
- Strong analytical, problem-solving, and stakeholder management skills
- Ability to independently manage multiple workstreams
Preferred Qualifications
- Commercial Property & Casualty (P&C) Insurance experience
- Experience with:
- Microsoft 365 Copilot
- Copilot Studio
- Google Gemini
- Power Automate
- Experience designing AI agents and AI-assisted workflows
- Knowledge of Responsible AI practices
- Experience working in governed enterprise environments
Preferred Certifications
- SAFe PO/PM
- CSPO
- PSPO
- Microsoft AI-900
Candidates Who Will Be Strong Fits
✅ Product Owners who actively use AI tools to solve business problems
✅ Business Analysts with hands-on prompt engineering experience
✅ AI Enablement Leads supporting Copilot or Gemini rollouts
✅ Digital Transformation Consultants driving AI adoption programs
✅ Process Improvement professionals using AI to improve operational efficiency
Candidates Who Are Unlikely to Fit
❌ Traditional Product Owners with no AI experience
❌ Business Analysts who only gather requirements
❌ Prompt Engineers with no stakeholder-facing experience
❌ Project Managers without hands-on AI solution delivery experience
❌ Candidates whose AI experience is limited to casual ChatGPT usage
Success in This Role
Within the first few months, the successful candidate should be able to:
- Build a prioritized pipeline of AI use cases
- Create reusable prompt libraries
- Establish prompt testing and quality frameworks
- Improve AI output consistency and accuracy
- Drive measurable AI adoption across business teams
- Enable users through training, documentation, and support
The client is looking for a candidate who can confidently demonstrate that they have delivered at least one AI use case end-to-end—from business problem identification through prompt development, testing, refinement, and user adoption.
Pay: From $60.00 per hour
Benefits:
- Dental insurance
- Health insurance
- Paid time off
Work Location: Hybrid remote in Chicago, IL 60617