Gary Flowers in

Gary Flowers

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CIO, Transformation and Technology Services at Year Up United
📍 Tampa, Florida, United States

Gary Flowers is a 4x CIO and Orbie Award winner leading technology and transformation at Year Up United. He specializes in enterprise-wide digital transformation, AI in workforce development, and operational excellence. He holds an MBA from Tulane University and is described by colleagues as progressive, innovative, and a well-respected executive.

Gary is passionate about leveraging technology to revolutionize workforce development and create career opportunities for young adults. He is a vocal champion for closing the "opportunity divide, " a mission that drives his work and is a recurring theme in his public discussions and writing.

Unique fact: He has been recognized with the prestigious CIO Orbie Award multiple times, both as a winner and a national finalist.

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Experience
31 Years
Current Role
CIO, Transformation and Technology Services
Job Level
Leadership
Location
Tampa, Florida, United States
Personality Overview

How Gary 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 Gary cares about

Digital Transformation
He is leading Year Up United's strategic shift from a project-based to a product-focused organization to enhance service delivery and operational excellence.
AI in Workforce Development
He harnesses emerging technologies like AI to revolutionize essential skills training and create new career pathways for young adults, holding certifications in responsible AI use.
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Career

Work history

2023
CIO, Transformation and Technology Services
Year Up United
2023
Chief Information Officer, Transformation and Technology Services
Year Up United
2021 - 2023
Chief Information Officer
Year Up United
2017 - 2021
Founder and vCIO
Solutionist Ventures
2017 - 2021
Founder and vChief Information Officer
Solutionist Ventures
In the press

Media appearances

Gary Flowers Quoted in CIO Magazine. Featured in Year Up United Newsroom
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Education
MBA
Tulane University - A.B. Freeman School of Business
BS
Florida State University
Social presence
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Behavioral profile

DISC profile (public)

DISC behavioral profile

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