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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

Join an elite panel of senior executives who are leading the way in AI transformation. These distinguished speakers will share candid perspectives on leadership, strategy, and the organizational shifts required to stay ahead in an AI-driven world.

Stephen Holt

Head of Artificial Intelligence Solutions & HPC

Andrew Goade

North America Private Cloud AI Presales Leader

Russell Page

Chief Information Officer

Bill Gillis

Chief Information Officer

William Walders

EVP and Chief Digital & Information Officer

Hussain Nadim

Founder and CEO

Dorren Schmitt

VP IT Strategy & Innovation

Sameem Jaffrey

Founder & Managing Director

Robert MacAuslan, PhD

VP of Artificial Intelligence

Haga Rabekoto

Head of Product Management and Design

Michael Longo

SVP, IT

Rafal Rohozinski

Principal and CEO

Jamal Khan

CGIO and Head of Helix Center for Applied AI & Robotics

Frank Sancho

SVP Enterprise Solutions Group

Jeff Minushkin

VP Core Engineering

Rai Basharat

Sr. Director Data Orchestration

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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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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