Measuring the ROI of AI
Gild
Event
Evaluating AI investments: from licenses and seats to automation, internal productivity, and real metrics
Gild
Event
Build faster with vetted U.S. and nearshore talent, on-demand.
AI is now embedded across modern organizations — from copilots and internal tools to workflow automation and core systems. Many leaders are investing heavily in AI licenses, platforms, and experimentation, yet still struggle to answer a simple question:
What value are we actually getting in return?
This evening brings together a small, curated peer group of CEOs, founders, and COOs for an off-the-record discussion focused on the real ROI of AI, where it is delivering tangible impact, where it is falling short, and how leaders are rethinking metrics, ownership, and accountability inside their organizations.
This is not a panel or a presentation-heavy event.
It is a peer conversation among senior operators comparing real experiences, tradeoffs, and decisions.
6:00–6:30 PM
Arrival & mingling
Food and drinks available
6:30–6:45 PM
GILD welcome + brief sponsor introduction
6:45–7:05 PM
Short framing discussion
Context-setting on the ROI of AI, measurement challenges, and executive tradeoffs
7:10–8:05 PM
Curated breakout discussions
8:05–8:30 PM
Open mingling
Continue conversations and make peer connections
All tables discuss the same prompt during each round.
1. When you say “AI ROI” inside your company, what does that actually mean in practice, and how confident are you that it reflects real business impact rather than activity, experimentation, or optimism?
2. Which AI initiatives in your organization have proven their ROI under real operating conditions, and which ones looked promising but failed once accountability, edge cases, and human behavior were applied?
3. Who truly owns AI ROI in your organization, and what are the real consequences if those AI investments do not deliver over the next 12 months?
This dinner is curated for senior company leaders with real operating responsibility, including:
Attendance is intentionally limited to keep the room focused, candid, and high-signal.
Chatham House Rules apply.
Discussion stays private. This is what unlocks candor.
Expect an intimate, thoughtful environment with elevated appetizers and drinks throughout the evening.
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