The CEO Roundtable at Vail 2025 - Event Overview

Dates: August 20-22, 2025
Location: The Sonnenalp, Vail, Colorado, USA

The CEO Roundtable at Vail is returning for its third year, inviting top media executives to an exclusive, intimate gathering focused on strategic planning for the future of news media. This invite-only event offers a unique opportunity to explore growth paths, address industry challenges, and develop actionable strategies in a confidential setting. Capped at just 50 participants, the CEO Roundtable maintains a personalized and engaging environment, allowing for deep conversations among leading decision-makers.

Key Focus Areas

1. Strategic Horizon Planning
At the heart of the CEO Roundtable is a deep dive into strategic planning for the next three years. Sessions will cover long-term business sustainability, revenue diversification, and how to leverage emerging trends in digital media.

2. Leadership in a Changing Media Landscape
Discussions will focus on the evolving role of leadership in navigating disruption and driving innovation within media organizations. Participants will explore ways to strengthen leadership skills, encourage cultural agility, and foster organizational resilience.

3. New Revenue Models and Monetization Strategies
From subscription growth to advanced ad tech, the Roundtable will cover innovative revenue models that are reshaping the financial outlook for media companies. Participants will discuss best practices, share success stories, and identify pitfalls to avoid in the digital-first era.

4. AI and Data-Driven Decision Making
Artificial Intelligence is revolutionizing news production and user engagement. The Roundtable will explore how CEOs can harness AI-driven tools to create personalized content experiences, improve operational efficiency, and make informed decisions that impact revenue and audience growth.

5. The Power of Quality Journalism
Quality journalism is a key differentiator for media organizations. Attendees will discuss how maintaining editorial integrity, investing in investigative reporting, and focusing on local news can serve as sustainable advantages in a competitive market.

Agenda Highlights

Day 1: August 20, 2025

• 3:00 PM: Arrival and Check-in at The Sonnenalp, Vail’s premier luxury hotel, offering stunning mountain views and a relaxed atmosphere for focused discussions.
• 5:30 PM: Welcome Reception—kick off the Roundtable with an informal networking session, allowing participants to connect in a laid-back setting.

Day 2: August 21, 2025

• 8:30 AM: Opening Session: The Next Three Years—a keynote address on emerging media trends, setting the stage for in-depth strategic discussions.
• 10:30 AM: Roundtable Discussions: Leadership in a Time of Change—interactive sessions where CEOs share insights on navigating the modern media landscape.
• 1:00 PM: Lunch and Networking—an opportunity for relaxed conversations with peers, accompanied by stunning mountain vistas.
• 2:30 PM: Breakout Sessions: Monetization and Revenue Models—small group discussions on innovative revenue strategies, including digital subscriptions, AI-driven ad solutions, and branded content.
• 6:30 PM: Dinner Event at a local Vail restaurant, providing a casual atmosphere for deeper connections and conversations.

Day 3: August 22, 2025

• 8:30 AM: Case Studies: Success Stories from Leading Media Companies—real-world examples of how top organizations have transformed their business models.
• 10:30 AM: Ask Me Anything Session with industry experts, featuring in-depth Q&A to address specific challenges faced by attendees.
• 12:00 PM: Closing Lunch & Wrap-Up—final thoughts, takeaways, and networking before departure.

Target Audience

The CEO Roundtable at Vail 2025 is specifically designed for chief executives and senior leaders from top news media companies. This event is ideal for those who are driving digital transformation, leading revenue strategies, or steering organizational change. Attendees are primarily CEOs, COOs, chief revenue officers, and heads of digital who are looking for strategic insights and connections that can directly impact the future of their companies.

Relevance and Impact

In a rapidly evolving media environment, the CEO Roundtable at Vail provides a rare opportunity to step away from day-to-day operations and engage in high-level discussions about the future. This event is not only about gaining knowledge—it's about forging partnerships, identifying growth opportunities, and developing strategies that will define the future of news media.

Key benefits of attending include:

• Access to Industry Leaders: With a capped attendance of 50, the Roundtable ensures a direct, open dialogue with top media executives from around the world.
• Confidential and Collaborative Environment: The confidential nature of the event encourages candid discussions about successes, failures, and the real challenges faced by media organizations.
• Strategic Insights: Gain foresight into upcoming trends, from AI integration to new revenue opportunities, and learn how to turn challenges into competitive advantages.
• Exclusive Networking Opportunities: Build relationships in an intimate setting, opening doors to future collaborations and partnerships.

Why Attend?

The CEO Roundtable at Vail is an unmissable event for senior executives in the news media industry. It's an opportunity to connect with like-minded leaders, gain practical insights, and chart a clear course for your organization's future. Whether you're focusing on leadership, revenue diversification, or embracing cutting-edge technology, this event will provide the inspiration and strategies you need to thrive in the next phase of the media landscape.

Join us at The Sonnenalp in Vail, Colorado, from August 20-22, 2025, and take part in shaping the future of news media with a select group of the industry's most influential voices. Secure your spot early—spaces are limited to maintain the event’s exclusive atmosphere.

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