Jr. AI Enablement Specialist

The Judge Group; Chicago (IL); Hybrid; USD 34,000 - 55,000; Part time

Job summary

The Judge Group is seeking a Junior level AI Enablement Specialist for a hospitality client in Chicago. This contract role focuses on designing, building, testing, and deploying AI-powered solutions to improve hotel operations and productivity.

Hybrid schedule (2-3 days on-site per week) with a target backlog of ~60 AI tools and delivery of ~30 tools every eight weeks. You will build and refine prompts, workflows, and Copilot-based automations to drive business results.

Qualifications

• Hands-on experience building AI solutions with ChatGPT, OpenAI, Custom GPTs, or Microsoft Copilot.

Responsibilities

• Support design, development, and deployment of AI tools for hotel colleagues.
• Manage backlog of ~60 AI tools and deliver ~30 tools every eight weeks.
• Build, test, and optimize Custom GPTs, AI skills, prompts, and AI workflows.
• Translate business challenges into scalable AI solutions and automations.
• Collaborate with stakeholders to identify AI opportunities and determine appropriate solutions.
• Build and support Microsoft Copilot Agents to automate processes.
• Conduct user testing and prompt refinement to meet requirements and outputs.

Skills

AI solutions

Prompt engineering

Job description

Our hospitality client is seeking a Junior level AI Enablement Specialist responsible for designing, building, testing, and deploying AI-powered solutions that improve hotel operations and business productivity.

This is a contract opportunity that is hybrid to Chicago, IL (2-3 days onsite per week).

RESPONSIBILITIES:

• Support the design, development, and deployment of AI tools used by hotel colleagues.
• Manage and prioritize a backlog of approximately 60 AI tools while supporting delivery of roughly 30 tools every eight weeks.
• Build, test, and optimize Custom GPTs, AI skills, prompt-based solutions, and AI workflows using ChatGPT, OpenAI, and Microsoft Copilot technologies.
• Translate operational business challenges into practical, scalable AI solutions and workflow automations.
• Partner with Commercial Services, Events, Hotel Operations, and other stakeholders to identify AI opportunities and determine the appropriate solution for each use case.
• Build, configure, and support Microsoft Copilot Agents that automate business processes and improve productivity.
• Conduct user testing, validation, and prompt refinement to ensure AI tools meet business requirements and provide high-quality outputs.

QUALIFICATIONS:

• Hands-on experience building AI solutions utilizing ChatGPT, OpenAI, Custom GPTs, or Microsoft Copilot.
• Strong prompt engineering skills with the ability to translate business ideas into functional AI solutions.