Sterling Boyd in

Sterling Boyd

Enthusiast · DISC type i
CEO Free Fly at Free Fly Apparel
📍 Charleston County, South Carolina, United States

Professional overview including current role context, leadership scope, domain focus, and career trajectory to help you understand background relevance before outreach.

Key behavioral and communication insights including interaction style, decision-making tendencies, and motivation drivers to tailor messaging and personalize conversations.

Business priorities, areas of interest, and practical outreach recommendations that can improve conversion quality for this professional.

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Experience
20 Years
Current Role
CEO Free Fly
Job Level
Leadership
Location
Charleston County, South Carolina, United States
Personality Overview

How Sterling shows up

Consensus Focused
Optimistic
Amiable & Agreeable

They agree with others often, so exercise caution when relying on their word. They prefer to build relationships rather than staying totally transactional. Unlike D or C types, they are convinced more by stories and testimonials.

Priorities

Topics Sterling cares about

Strategic Priorities
Topic insights and context to help personalize outreach and discovery conversations.
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Career

Work history

10-2022
CEO Free Fly
Free Fly Apparel
8-2018 - 10-2022
General Manager Oakley Brand
Oakley
2014 - 8-2018
Senior Vice President Global Retail
Gap Inc.
2011 - 2014
VP International
Gap
2009 - 2011
Senior Director Finance Europe
Gap Inc.
In the press

Media appearances

Media appearances and press coverage highlighting public visibility and thought leadership.
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Education
1997 - 2001
Education details unavailable
Stanford University
Social presence
in
Behavioral profile

DISC profile (public)

i

Influence (I)

Influence (I) reflects the degree to which a person prefers to work by influencing or persuading others. Those scoring high tend to be people oriented, motivated by social recognition and building relationships.

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