
Automation is spreading across every part of the business. AI now writes, codes, summarizes, forecasts, and powers workflows that used to depend entirely on people.
For leaders, the question is no longer whether to automate.
It is how to design automation that improves quality, increases speed, and strengthens decision-making without introducing new risks.
This private GILD dinner brings together a small, curated group of CEOs, founders, and COOs for an off-the-record conversation about:
Just operators sharing what is actually working and what has broken as automation expands across their organizations.
6:00–6:30 PM
Arrival & mingling
Food and drinks available throughout the evening
6:30–6:45 PM
GILD welcome + brief sponsor introduction
6:45–7:05 PM
Short framing discussion
Setting context on automation, risk, quality, and human oversight
7:10–8:05 PM
Curated breakout discussions
8:05–8:30 PM
Open mingling
Continue conversations and build peer relationships
All tables discuss the same prompt during each round.
1. Where have you embedded automation directly into your product or platform in ways that created real leverage, and where did removing humans from the loop introduce risk, fragility, or customer trust issues you did not anticipate?
2. In your AI-driven business, which decisions or workflows have proven to be fundamentally unsafe, unreliable, or strategically risky to automate fully, even if the technology is capable, and why?
3. As you scale automation in 2026, who is ultimately accountable when AI-driven decisions inside your product or systems fail, and how do you design human-in-the-loop oversight without destroying speed, margins, or your competitive edge?
This dinner is reserved for senior company operators with real responsibility for execution and outcomes, including:
Attendance is intentionally limited to keep the room curated, candid, and high-signal.
Chatham House Rules apply.
Discussion stays private. This is what unlocks candor.
Expect an intimate, thoughtful environment with elevated food and drinks throughout the evening.
