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Authenticity and AI: Navigating the Trust Gap

PRIVATE EXECUTIVE DINNER – SAN FRANCISCO – JUNE 17, 2026

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Join Caliber and Okta for a private dinner bringing together senior leaders for an open, peer-level discussion on how AI is reshaping corporate reputation and what it takes to protect it.
 
📅 Date: Wednesday, June 17th, 2026
🕘 Time: 6–9 PM 
📍Location: San Francisco, CA

AI is changing how companies operate, communicate, and make strategic decisions. But at what risk to corporate reputation? To stakeholder trust? To the credibility and authenticity that leaders have spent years building?

For communications, risk, and legal leaders, whose role increasingly requires real-time insight and decision support for the CEO, these are consequential questions.

This invitation-only dinner is designed for senior executives who want a candid, confidential, peer-level conversation on some of the defining challenges of the moment, grounded in real data and live organisational challenges.

Fill out the adjacent form to register your interest.

Who’ll attend

This dinner brings together a small group of senior leaders from Bay Area companies. Attendance is by invitation only and limited to ensure a genuine peer-level conversation.

Chief Communications Officers and heads of corporate affairs

Chief Risk Officers and senior risk leadership

General Counsel and senior legal officers

We'll discuss:

  • The risks of using AI in industries where trust is the product: where does it help, and where does it actively undermine you?
  • The authenticity gap: what happens to perceived credibility when AI reduces the role of human judgment in how a company communicates?
  • What Caliber data reveals about public trust in AI — and in the companies behind it
  • How Okta works with building trust — through both its product offering and its stakeholder relationships.
  • How real-time stakeholder intelligence helps leadership teams make smarter decisions — and the role of AI in surfacing the signals that matter
Join the discussion

About the Organizers​

Caliber is a global stakeholder intelligence platform that helps organisations understand and manage the perceptions of the people who shape their success. With over four million stakeholder interviews conducted across 60+ countries, Caliber supports senior leaders in connecting communications, reputation, and engagement to measurable outcomes.

Okta is an identity and access management platform that helps organisations control and secure how people and systems connect to technology. Its tools cover everything from single sign-on and multi-factor authentication to access governance — making it easier for large enterprises to manage who can access what, across applications, devices, and teams.