AI Enablement Lead

Greenwood Project

AI Enablement Lead developing AI fluency for Black and Latino college students at Greenwood Project. Transforming how staff and Scholars work through strategic AI adoption and training.

Posted 4/23/2026full-timeChicago • Illinois • 🇺🇸 United StatesSenior💰 $95,000 - $115,000 per yearWebsite

Tech Stack

Tools & technologies

JavaScriptPython

About the role

Key responsibilities & impact

Train and coach every staff member to become a confident, capable AI user
Serve as the go-to resource when team members hit a wall: debugging agent errors, troubleshooting workflows
Design and facilitate structured AI training sessions, office hours, and hands-on workshops
Support each team member in identifying, building, and deploying 2–3 AI agents aligned with their role
Assess the current technology stack and identify high-impact AI integration opportunities
Partner with the Director of Programs and Academy coaches to integrate AI fluency into the existing curriculum

Requirements

What you’ll need

2–5 years of experience working with AI/ML tools, platforms, or applications in a professional setting
Ability to write and debug code (Python, JavaScript, or similar)
Hands-on experience with current AI tools and platforms: LLMs (Claude, GPT, etc.)
Understanding of how AI systems work at a conceptual level
Familiarity with CRM, LMS, and project management platforms

Benefits

Comp & perks

employee health care
dental and vision coverage
disability insurance
401(k) plan
generous paid time off

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

AIMLPythonJavaScriptLLMsdebuggingtroubleshootingAI integrationcode writingAI systems understanding

Soft Skills

coachingtrainingfacilitationsupportcommunicationproblem-solvingcollaborationresourcefulnessadaptabilityleadership