Deanna Cowling in

Deanna Cowling

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Founder & Executive Advisor at The Holos Lab
📍 Chicago, Illinois, United States

Deanna Cowling is an Executive and Leadership Advisor with over 16 years of experience, specializing in guiding senior leaders through complex transitions. As the founder of The Holos Lab, she also serves as an Executive Coach at Northwesterns Kellogg School of Management and The Honor Foundation.

Deanna recently became a member of the Union League Club of Chicago, drawn to its legacy of civic leadership and service. She has a unique academic interest in global health, having co-authored a pilot study on ethnomedicine across 11 countries during a Semester at Sea program.

She provides specialized coaching to U. S. Navy SEALs and the Special Operations community to help them transition into civilian careers.

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Experience
3 Years
Current Role
Founder & Executive Advisor
Job Level
Leadership
Location
Chicago, Illinois, United States
Personality Overview

How Deanna shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Deanna cares about

Leadership Transitions
Her core advisory work focuses on guiding senior executives and organizations through high-stakes career inflection points, enterprise change, and leadership succession.
Veteran Career Support
As an Executive Coach for The Honor Foundation, she helps elite military leaders from the Navy SEAL and Special Operations communities transition into impactful civilian careers.
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Career

Work history

4-2025
Founder & Executive Advisor
The Holos Lab
6-2025
Keynote Speaker & Executive Advisor | Leadership, Strategy & Institutional Transformation
The Holos Lab
11-2023
Executive Career Coach
Northwestern University - Kellogg School of Management
11-2017
Executive Coach
The Honor Foundation
9-2018 - 7-2019
Coaches Tribe Advisory Board (CTAB) Member
The Honor Foundation
In the press

Media appearances

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Education
Master of Education (MEd)
DePaul University
2014 - 2015
Professional Graduate Certificate
Mississippi State University
Social presence
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Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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