Shifted legacy on-prem applications to cloud platforms
Director of Technology, Specialty Services (acting CTO)
Synovus Financial
November 2017 - December 2020
Summary
Joshua Whitley
Presidnet and Principal Advisor in Jacksonville, FL, USA
Results-driven technology executive with 25+ years leading Digital Transformation, Cybersecurity Program Leadership, and large-scale program management in financial services. Proven track record architecting enterprise modernization strategies and migrating legacy systems to secure cloud environments (AWS, Azure, GCP). Expert in cybersecurity frameworks, risk management, SOC 1/2 compliance, and security audits. Skilled in managing multi-million-dollar budgets, directing global cross-functional teams, and delivering complex programs that drive growth and efficiency. A consultative leader.
About Joshua
Jacksonville, FL, USA
Presidnet and Principal Advisor
Function Experience More information about Function Experience
38%
Software Development & Engineering
23%
Data & Analytics
15%
Strategy
15%
Academia & Research
8%
Product
Industry Experience More information about Industry Experience
46%
Technology
38%
Financial Services
8%
Professional Services
8%
Nonprofit
Commitment Experience More information about Commitment Experience
62%
Other
31%
Employee
8%
Founder
Accomplishments
Led digital transformation supporting $3B funding growth
Chief Information Officer
Triad Financial Services, Inc.
October 2022 - March 2025
Summary
Skills Demonstrated
Impact
Earned AWS Certified Cloud Practitioner credential
Student
AWS
January 2020
Summary
Skills Demonstrated
Impact
Earned Certified Scrum Product Owner credential
Student
Scrum Alliance
January 2021
Summary
Skills Demonstrated
Impact
Completed AI Foundations for Everyone certification
Student
IBM
January 2025
Summary
Skills Demonstrated
Impact
Founded fractional technology advisory practice
Founder, President & Principal Strategic Advisor
FLEXEC Advisory, LLC
March 2025 - Present
Summary
Skills Demonstrated
Impact
Migrated legacy platforms to Azure and deployed ERP/CRM
Sr. Director of IT Solutions
Step Up for Students
December 2020 - October 2022
Summary
Skills Demonstrated
Impact
Completed Generative AI for Executives certification
Student
IBM
January 2025
Summary
Skills Demonstrated
Impact
Managed global tech teams and architected AWS cloud
Vice President of Technology
CAN Capital
December 2015 - July 2017
Summary
Skills Demonstrated
Impact
Earned Microsoft Certified Azure Fundamentals credential
Student
Microsoft
January 2020
Summary
Skills Demonstrated
Impact
Completed Google AI Essentials certification
Student
Google
January 2025
Summary
Skills Demonstrated
Impact
References
Joshua hasn't added any references yet
Experience
Synovus Financial
Platform & Infrastructure Engineering
Function: Software Development & Engineering • Industry: Financial Services • Type: Employee
Triad Financial Services, Inc.
Digital Transformation Strategy
Function: Strategy • Industry: Financial Services • Type: Employee
AWS
Platform & Infrastructure Engineering
Function: Software Development & Engineering • Industry: Technology • Type: Other
Scrum Alliance
Product Management
Function: Product • Industry: Professional Services • Type: Other
IBM
AI Analytics
Function: Data & Analytics • Industry: Technology • Type: Other
FLEXEC Advisory, LLC
Business Strategy
Function: Strategy • Industry: Financial Services • Type: Founder
Step Up for Students
Enterprise Systems Development
Function: Software Development & Engineering • Industry: Nonprofit • Type: Employee
IBM
AI Analytics
Function: Data & Analytics • Industry: Technology • Type: Other
CAN Capital
Software Engineering
Function: Software Development & Engineering • Industry: Financial Services • Type: Employee
Microsoft
Platform & Infrastructure Engineering
Function: Software Development & Engineering • Industry: Technology • Type: Other
AI Analytics
Function: Data & Analytics • Industry: Technology • Type: Other
Education
Columbus State University
Earned Master of Business Administration , Administration & Leadership
2005
Columbus State University
Earned Bachelor of Computer Science , Academic Research
2002