Director of Artificial Intelligence

Salary: $140,000-200,000

Job Summary

Levy is the premier food and beverage operator in the sports and entertainment, convention center, and cultural spaces - present at the biggest moments in North American venue culture, across hundreds of events and millions of fans each year. E15 Group is Levy's analytics and strategy consultancy, embedded with partners from the NFL to MLB to the NBA, translating data into decisions that drive revenue, fan experience, and operational excellence. Together we harness proprietary transaction data at scale, embedded relationships with venue operators and ownership groups, and a consulting team that already speaks the language of both hospitality and analytics.

We now seek a Director of AI to drive our AI vision, strategy, and execution. This role will be responsible for identifying, prioritizing, and delivering AI-driven solutions that enhance guest experience, optimize operations, and unlock new revenue opportunities across the business.

This leader will operate at the intersection of business strategy, technology and innovation, serving as both a strategic advisor to senior leadership and a hands-on builder of AI capabilities.

Core Responsibilities:

SET THE STRATEGY & VISION

• Define and lead Levy's AI strategy across operations, corporate functions, analytics and partner services
• Identify high-impact opportunities where AI can drive efficiency, revenue growth, and guest satisfaction
• Build the business case for investments, translate it for executive audiences, and hold the organization accountable to outcomes
• Stay ahead of emerging AI trends and translate them into practical business applications

ENTERPRISE AI ASSESSMENT & ROADMAP

• Conduct a comprehensive assessment of Levy's current AI and data landscape
• Evaluate business functions (operations, culinary, supply chain, marketing, finance etc.) for AI opportunities
• Develop and maintain a prioritized AI roadmap, including short-term wins and long-term transformation initiatives
• Establish success metrics and ROI frameworks for AI initiatives

Core Responsibilities Continued:

SOLUTION DEVELOPMENT & IMPLEMENTATION

• Lead the design, development, and deployment of AI-powered tools and solutions
• Partner with product, engineering, and data teams to build scalable and secure AI systems
• Oversee pilot programs and ensure successful transition to production
• Drive adoption of AI solutions across business units
• Define standards for AI development, deployment, and performance monitoring

STAKEHOLDER ENGAGEMENT & INVESTMENT STRATEGY

• Collaborate with senior leadership and business stakeholders to identify needs and opportunities
• Develop compelling business cases and proposals for AI initiatives
• Evaluate and recommend third-party AI vendors, platforms and partnerships

TEAM LEADERSHIP & CROSS FUNCTIONAL COLLABORATION

• Lead and manage a high-performing AI team
• Act as a key liaison between business, technology, and data

Required Qualifications:

• 3+ years of experience in AI, machine learning, analytics, data science or related field
• Proven experience developing AI tools and delivering measurable business impact
• Strong understanding of modern AI technologies, including generative AI and learning platforms
• Experience evaluating and implementing third-party AI solutions
• Ability to translate complex technical concepts into clear business value
• Excellent communication and stakeholder management skills
• Experience building and leading high-performing teams in ambiguous, fast-moving environments
• This is an in-office role based in Chicago. Hybrid schedule with 3 days/week in office required

Preferred Qualifications:

• Background in hospitality, retail, or high-volume consumer operations
• Experience with LLM applications, agentic systems, or AI product development beyond traditional ML
• Experience with Claude, Gemini, CoPilot, and/or OpenAI
• Familiarity with venue technology ecosystems: POS systems, inventory management, BI platforms
• Experience working within or alongside enterprise organizations

Curious about Life at Levy? Check it out: Levy Culture

At Levy, team = family. And we'll always take care of family, learn more about Levy benefits offered.

• Medical
• Dental
• Vision
• Life Insurance/ AD
• Disability Insurance
• Retirement Plan
• Flexible Time Off Plan
• Paid Parental Leave
• Holiday Time Off (varies by site/state)
• Personal Leave
• Associate Shopping Program
• Health and Wellness Programs
• Discount Marketplace
• Identity Theft Protection
• Pet Insurance
• Commuter Benefits
• Employee Assistance Program
• Flexible Spending Accounts (FSAs)

Associates may also be eligible for paid and/or unpaid time off benefits in accordance with applicable federal, state, and local laws. For positions in Washington State, Maryland, or to be performed Remotely, click here or copy/paste the link below for paid time off benefits information.

https://www.compass-usa.com/wp-content/uploads/2023/08/2023_WageTransparency_Levy.pdf



Levy Sector

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Stella Thornton

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