AI Leadership Dinner | Chicago
Private Tech & AI Leadership Dinner – The Sphere Sessions The Sphere Sessions continue — this time in Chicago with an invite-only dinner bringing together top technology, data, and AI leaders. This session is designed to foster high-value conversations around innovation, implementation, and the future of enterprise AI. Over good food and great company, we’ll explore the real topics shaping the next era of tech leadership.
What We’ll Explore:
- Agentic AI & Advanced Analytics – Practical insights from real-world deployments.
- From Idea to Impact – Lessons learned on moving fast without losing control.
- App & Data Modernization – Unlocking value with smarter architecture and orchestration.
- AI at Scale – Frameworks for governance, risk, and long-term success.
- Cross-Industry Intelligence – How peers across finance, insurance, and digital platforms are tackling similar challenges.
Meet Our Team
You’ll join select Sphere experts who’ve helped companies like Clearcover, Enova, and Pangea build AI solutions that actually ship. From technical architecture to human-centered delivery, we cover the spectrum and bring field-tested ideas to the table.
Director, Innovation & Engineering at Sphere
<span>An accomplished leader with a passion for innovation, engineering, and building future-ready solutions. Disha brings a unique blend of technical insight and business acumen, consistently driving value for enterprise clients across sectors like BFSI, Utilities, and Professional Services. With a strong background in account management and service delivery, she has successfully nurtured key client relationships, led cross-functional teams, and enabled organizations to scale through targeted technology implementations and highly skilled resource deployment.</span>
CEO and Founder, Sphere
<span>Leon Ginsburg, founder of Sphere Software, is a digital innovation leader, technologist, and entrepreneur with a passion for creating human-centric products that perform exceptionally and meet user needs. Since 2005, he has built Sphere on principles of technical excellence, cultural fit, and a commitment to innovation, enabling the company to deliver impactful software solutions for startups and Fortune 100 companies alike.</span>
Why Attend – 3 Reasons to Join the Event
Fresh Perspectives from Industry Experts
Hear what’s actually working in AI, analytics, and modernization. Bring your questions and expect direct, experience-backed insights.
Interactive Networking Opportunities
Small group format (20 guests only) for meaningful, peer-level conversation. Expand your circle with leaders solving similar challenges.
Live Discussion Format
No pitch decks, just conversation. A Sphere-led table discussion where you set the direction.
Seats Are Limited. Request Your Spot
This is a closed-door session designed for high-impact dialogue and practical connection.
Discover: What leaders are learning right now about tech’s role in uncertain markets.
Collaborate: Share challenges, wins, and ideas with peers from top Chicago companies.
Scale: Leave with sharper thinking and new connections to accelerate your own AI journey.
