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Jess Tandler: West Point, Infantry Leadership & Life After Service

Author
Deny Caballero
Published
Fri 09 May 2025
Episode Link
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In this empowering episode of Security Halt!, host Deny Caballero sits down with Jess Tandler—a West Point graduate, former infantry officer, and trailblazing female leader in the military. Jess shares her raw and inspiring journey through the ranks, from her early days in a military household to tackling the challenges of Ranger School, Airborne School, and leadership in male-dominated environments like SOCOM and the 82nd Airborne.

With humor and grit, Jess opens up about navigating identity, resilience, and leadership as a woman in uniform. She reflects on the power of mentorship, coping with adversity, and the critical role of support systems in maintaining mental health and wellness in the military. The conversation also explores her transition into entrepreneurship, where she now channels her passion into creating natural wellness products for the veteran and civilian communities alike.

This episode is a must-listen for anyone interested in authentic leadership, women in combat, military transition, and building a life of purpose beyond service.

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Chapters

 

00:00 Introduction to Jess Tandler's Journey

03:00 Growing Up in a Military Family

06:14 The Decision to Join the Military

08:52 Experiences at West Point and Early Career

11:57 The Role of Humor in Military Culture

15:03 Facing Challenges as a Female Leader

17:58 Navigating Controversy and Professionalism

21:05 Resilience and Moving Forward

25:39 Integrity and Personal Values

28:11 Support Systems in Adversity

32:31 Coping Mechanisms and Mental Health

36:07 Cultural Shifts in Military Wellness

39:46 Embracing the Present Moment

45:32 Transitioning from Military to Civilian Life

53:39 The Reality of Leadership in the Military

56:03 The Importance of Staff Time and Training Management

01:01:23 Transitioning from Military to Entrepreneurship

01:06:22 Creating a Business with Purpose

01:12:59 Building a Community Around Natural Products

 

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LinkedIn: Deny Caballero

 

Follow Dr. Kaylor on LinkedIn and follow her on social media today!

LinkedIn: Jessica Tandler

Instagram: tandlerstryinghard

Website: tandlerstallow.com

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Produced by Security Halt Media

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