Benjamin Woodruff in

Benjamin Woodruff

Login to view DISC.
Board Member at OATH
📍 Greater St. Louis, United States

Benjamin Woodruff is the Chief Revenue Officer at Flywheel Digital, leveraging an extensive background in senior sales leadership roles. A graduate of the United States Military Academy at West Point, he is recognized for his professional approach to sales and developing client relationships that drive exponential growth.

Outside of his executive role, Benjamin is a board member at OATH, an organization supporting military veterans. He maintains a strong connection to his alma mater, frequently expressing passionate support for Army athletics and the military community.

Unique fact: Benjamin is a West Point graduate, bringing military leadership principles to his corporate sales career.

Read the full overview →
Experience
10 Years
Current Role
Board Member
Job Level
Leadership
Location
Greater St. Louis, United States
Personality Overview

How Benjamin 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.

Login to view personality overview.
Priorities

Topics Benjamin cares about

Sales Leadership
As Chief Revenue Officer, he focuses on team development, highlighted by his enthusiasm for the "Flywheel Academy" leadership graduates.
Veteran Support
Serves as a Board Member for OATH, a non-profit organization dedicated to assisting veterans, reflecting his personal commitment to the military community.
+4 more topics Login to view topics
Career

Work history

2-2026
Board Member
OATH
10-2023
Chief Revenue Officer (CRO)
Flywheel
8-2021 - 10-2023
Executive Vice President of Sales
Flywheel
9-2019 - 8-2021
Chief Sales Officer (CSO)
MTM, Inc.
5-2019 - 9-2019
Senior Vice President of Sales
Pace Industries, LLC
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
1998 - 2002
BA
United States Military Academy at West Point
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.

Login to view DISC.

More profiles

Discover additional public profiles from our index.

Unlock the full playbookSee exactly how to sell to Benjamin. Free, 10 seconds.