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[Closed] Leadership Experience at West Point – West Point, NY & Online

June 19, 2023 - August 22, 2023

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 12; Blend of synchronous and asynchronous virtual activities
PHASE 2 | IN PERSON: July 19 – July 21; Workshops and Experiential Activities at West Point
PHASE 3 | VIRTUAL: August 22; 1 hour live webinar

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

This course is now closed for new registrations.

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 12

Mon, June 19: Online asynchronous
(1 lesson)
Wed, June 21, 1:00 – 2:00 PM ET: Zoom, Live
June 23, 26, 28, 30 (F/M/W/F): Online asynchronous
(4 lessons)
Mon, July 10, 1:00 – 2:00 PM ET: Zoom, Live
Wed, July 12: Online asynchronous
(1 lesson)

Phase 2 | In-Person

July 19 – July 21

July 19: 12:00 PM ET Arrival
July 20: Program activities morning through evening
July 21: 1:15 PM ET Departure

Phase 3 | Virtual

Tue, Aug 22

1:00 – 2:00 PM 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 19 and 20. In order to guarantee hotel availability participants must register for the program by Friday, June 16, 2023. 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 appropriate form below and mail your tuition check in the amount of $6,000 ($3,000 for Cornerstone agencies). Please include a copy of your registration confirmation or indicate on your check “Leadership Experience at West Point – July 2023”. 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

To register for the program complete the form below:

Log in or create an account for faster registration and access to premium content.

This course is now closed for new registrations. Contact Kathleen Wooldridge (koverlin@chubb.com) with questions.


June 19, 2023
August 22, 2023
Event Categories:
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United States Military Academy – Historic Thayer Hotel
674 Thayer Rd.
West Point, NY 10996 United States
+ Google Map


Kathleen Wooldridge