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St. Regis Longboat Key Resort

November 3-5, 2025

Longboat Key, Florida

THE TRUST SUMMIT:

Executive Conversations on AI

An exclusive, interactive event tailored to senior executives that focuses on the AI landscape, leadership strategies, and key organizational considerations. Engage with AI thought leaders, executives from innovative AI companies, and fellow senior executives.

PRESENTED BY

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Candid Connections. Lasting Impact.

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What happens when leaders drop the script? See how shared experience and open dialogue shape every moment of our time together.

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Our Partner Sponsors

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Featured Speakers

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Sarah Johnson

Sarah Johnson is a renowned expert in AI and machine learning, with over 10 years of experience in developing cutting-edge technologies. She is a sought-after speaker at tech conferences around the world, known for her.

David Rodriguez

David Rodriguez is a successful entrepreneur and business leader, with a proven track record of launching and scaling innovative startups. He is passionate about sharing his knowledge and experience with aspiring.

Karen Liu

Karen Liu is a seasoned marketing strategist with expertise in digital marketing and brand management. She has worked with top global brands to develop successful marketing campaigns that drive.

Michael Thompson

Michael Thompson is a finance expert with a deep understanding of global markets and investment strategies. He has advised high-profile clients on wealth management and financial planning, helping them achieve their financial.

Jessica Lee

Jessica Lee is a social impact advocate and philanthropist who is dedicated to creating positive change in the world. She has spearheaded numerous initiatives to address pressing social issues and empower.

Your Event Hosts

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Tim McGrath

Chief Executive Officer, Connection

Tim McGrath leads Connection and its subsidiaries, overseeing all aspects of the Fortune 1000 company and its 2,500-strong workforce. McGrath’s passion for customer-first service has been a driving force behind the organization’s success. His tenacious pursuit of expanding markets has propelled Connection forward into rewarding new directions and secured the Company’s position at the cutting edge of the IT industry.

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Jamal Khan

Chief Growth & Innovation Officer, Connection

Head of Helix Center for Applied AI & Robotics

Jamal Khan leverages more than two decades of leadership experience and an extensive background in research, sales, marketing, and technology—including cybersecurity and artificial intelligence—to drive growth and operational excellence at Connection.

Real Talk.
Real Leaders.

Join off-the-record conversations with fellow execs who are navigating the same technology shifts—no filters, just shared experience.

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2025 Event Agenda

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Day 1 Events

7:30-8:30 am.....Breakfast
8:30-8:50 am.....Opening Remarks
8:50-9:30 am.....Panel Discussion
A Security-First Approach to AI 
9:30-10:00 am.....Presentation by Jamal Khan
The Age of Agency: AI's Next Leap and What it Means for the Enterprise
10:00-10:40 am.....Panel Discussion
The Elusive ROI: Benchmarking AI's Impact on Operational Efficiency
10:40-11:00 am.....Break
11:00 am-12:20 pm.....Roundtable Discussion and Reports
12:20-1:20 pm.....Lunch
1:20-2:00 pm.....Panel Discussion
The Future of Intelligence: Agentic Frameworks, Data, and Decisions
2:00-2:40 pm.....Panel Discussion
AI at the Crossroads: Power, Policy, and the Future of Society
2:40-3:00 pm.....Closing Remarks
3:00-5:30 pm.....Break
5:30 pm.....Depart for Evening Activities
6:00-10:00 pm.....Reception and Dinner

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What Our Attendees Are Saying

“It was a wonderful event. I sent my insights from it to the board of directors this afternoon.”

Carolyn Scott

Chief Academic Officer, American National University

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The event was phenomenal, and I feel that it was extremely well executed. The intimate atmosphere provided a fantastic environment for leaders to connect, share insights, build on each other and most importantly build relationships.

Yury Gomez

Chief Commercial Officer, Process Manufacturing, Microsoft

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“I found the experience both highly informative and thought-provoking. The discussions were engaging and insightful, sparking many new ideas and perspectives on the intersection of AI and human-centered applications.” 

Antoine Holman
Chief Development Officer, The American Red Cross

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Resort Pools and Beach
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Share Your Expertise

We’re looking for tech leaders ready to drop the playbook and share the real-world wins, setbacks, and lessons that make them better.

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Escape to The St. Regis Longboat Key Resort, a newly unveiled beachfront sanctuary on Florida’s Gulf Coast . Spanning 18 acres with 800 feet of private beach, this resort offers unparalleled luxury with its exclusive saltwater lagoon, personalized Pool Butler service, and world-class spa.

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Contact Us

© 2025 by Connection.

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