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Leadership Experience at West Point – West Point, NY & Online

June 19 - August 20

United States Military Academy – Historic Thayer Hotel


The U.S. Army coined the acronym VUCA in the 1990s to describe the post-Cold War operational environment: Volatile, Uncertain, Complex and Ambiguous. Under these conditions the Army developed doctrines and procedures that allowed leaders at all levels to respond effectively.

You are invited to join Chubb Agency Education and Thayer Leadership to explore lessons of the past and apply them to present day leadership and business challenges facing our rapidly changing insurance industry. Learn from those who have reached the highest levels of military service on ways to turn strategy into operational plans; build a culture of flexibility, adaptability, and continual reassessment; and how to promote cross-functional relationships within your organization.

PHASE 1 | VIRTUAL: June 19 – July 10 | Blend of synchronous and asynchronous virtual activities
PHASE 2 | IN PERSON: July 17 – July 19 | Workshops and Experiential Activities at West Point
PHASE 3 | VIRTUAL: August 20 | 1 hour live webinar

Please review the PHASES section below for additional details on program cadence & timing.

Experience Outcomes

  • Find out what it takes to be an exceptional leader in the 21st Century along with strategies for reaching those standards
  • Understand how to shape your leadership philosophy into behaviors that inspire your team and align with the corporate vision
  • Gain insight into principles of good order and teamwork through military-style experiential learning activities designed to challenge all levels of ability
  • Discover why values-based leadership builds trust, stirs loyalty and creates environments that accomplish greatness

Phase 1 | Virtual

June 19 – July 10

Online self-paced (6 lessons)
June 24, 1 – 2p ET Zoom, Live
July 8, 1 – 2p ET Zoom, Live

Phase 2 | In-Person

July 17 – July 19

July 17, 12p ET Arrival
July 19, 1p ET Departure

Phase 3 | Virtual

August 22

1 – 2p ET Zoom, Live

Faculty Spotlight

Brigadier General (Retired)
Becky Halstead

Keynote Speaker
First Female Graduate of West Point to be promoted to General Officer.
Learn more about Becky’s experience.

Colonel (Retired)
Gregory Gadson
Keynote Speaker
A highly decorated soldier, Gadson was Commander of the 2nd Battalion, 32 Field Artillery in Iraq.
Learn more about Greg’s experience.

Major General (Retired)
Keith Thurgood, Ph.D

Senior Program Advisor
Executed $9B+ annual budget and oversaw 200,000 Soldiers world-wide during US Army career.
Learn more about Keith’s experience.


Agency Principals and Broker Leaders with 5+ years of experience.

Location & Lodging

This program includes overnight hotel accommodations for July 17 and 18. In order to guarantee hotel availability participants must register for the program by Friday, June 21, 2024. Hotel accommodations are not guaranteed for participants who register after the cut off date. Participants are responsible for their own travel expenses and for making their own travel arrangements to and from the United States Military Academy in West Point, NY.

The Historic Thayer Hotel on the grounds of the United States Military Academy at West Point, NY
674 Thayer Rd
West Point, NY 10996
website | map


Cornerstone Rate: $3,000
Standard Rate: $6,000
Includes program fees, accommodations & meals.


Business casual for classroom sessions. Athletic wear for optional experiential sessions.

Chubb Contact

Kathleen Wooldridge
Chubb Agency Education Manager

About Thayer Leadership

Thayer LeadershipThayer Leadership is a premier executive leader development program, based on the grounds of the United States Military Academy (U.S.M.A.) at West Point, New York. Founded in 2010, Thayer Leadership has trained more than 50,000 executives and front-line leaders from over 250 companies across a variety of industries earning an average net promoter score of 93%. Utilizing a diverse range of customized, open enrollment, and online learning programs, Thayer Leadership’s mission is to help build leaders of character by offering leadership and ethics education grounded in the U.S. Army leadership philosophy of “Be, Know, Do” and the U.S.M.A. values of “Duty, Honor, Country”. Connect with them on LinkedInFacebook, and Twitter.


To register for the program, complete the form below and indicate your preferred payment method. 

If you select check payment, please mail your tuition check in the amount of $6000 ($3000 for Cornerstone agencies) and include a copy of your registration confirmation or indicate the participants name and “VUCA – Jun – Aug, 2024” on the check. Send checks payable to ‘ACE American Insurance Company’ to: 

Jessica Albert
Chubb Agency Education
202 Hall’s Mill Road
Building A – 2E
Whitehouse Station, NJ 08889-1600 

If you select credit card payment you will receive an invoice via email with payment instructions within 10 business days. Invoices will come from the email address ‘service@paypal.com’ with ‘Invoice from Federal Insurance Co’ in the subject line. You may wish to whitelist this email address or check your spam folders after 10 days have passed. 

To register for the program complete the form below:

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Leadership Experience at West Point 2024-0717-0719

Your Information

Registration for Leadership Experience at West Point 2024 07/17-07/19
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June 19
August 20
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United States Military Academy – Historic Thayer Hotel
674 Thayer Rd.
West Point, NY 10996 United States
+ Google Map


Kathleen Wooldridge