James "Woody" Woolsey in

James "Woody" Woolsey

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Director of Sales And Business Development at E.L. Hollingsworth & Co.
📍 Detroit Metropolitan Area, United States

James "Woody" Woolsey is a logistics veteran with over 35 years of experience in freight brokerage and strategic sales. As the Director of Sales and Business Development for E.L. Hollingsworth & Co., he focuses on creating long-term partnerships. Described by peers as having immense energy and passion, he is a University of Siena Heights alumnus.

Outside of his professional life, James is a man of deep faith, frequently sharing inspirational and religious messages. He values his Michigan roots and takes pride in his companys long-standing family ownership. He is passionate about motivation and infusing energy into both his work and personal interactions.

He holds the unique title of "Chief Motivational Officer," reflecting his core focus on building up people and teams.

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Experience
36 Years
Current Role
Director of Sales And Business Development
Job Level
Mid-senior
Location
Detroit Metropolitan Area, United States
Personality Overview

How James 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 James cares about

Freight Brokerage
With over 35 years in logistics, he is a self-described "Outlier in Freight," "Market Strategist," and "Deal Maker."
Team Motivation
His title is "Chief Motivational Officer," and he is consistently praised for his passion, energy, and ability to inspire others.
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Career

Work history

7-2026
Director of Sales And Business Development
E.L. Hollingsworth & Co.
8-2025 - 2-2026
Strategic Advisor
PLX Freight
7-2025 - 11-2025
Member of the Board of Advisors
Group Odace
2-2025
Chief Motivational Officer
James "Woody"Woolsey
3-2019 - 7-2026
Chief Motivational Officer
Rockwell Truckline & Logistics
In the press

Media appearances

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Education
1982 - 1987
bachelors
Siena Heights University
1980 - 1982
High School Diploma
Carlson High School
Social presence
in
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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