TECHNOLOGY EXECUTIVE — ENTERPRISE ARCHITECT — AI STRATEGIST

Your Enterprise Technology Transformation Partner

Sheldon Whyte is a transformational technology leader with 25+ years driving cloud-native innovation, AI strategy, and enterprise architecture across Fortune 500 corporations and global markets.

Sheldon Whyte at AWS Cloud Experience Peru
AWS CLOUD EXPERIENCE | PERU
25+
Years Leadership
$25M
Cloud Migration
9
AWS Certifications
F500
Enterprise Experience
Executive Profile

Strategic technology leadership
that delivers measurable impact.

Bridging the gap between C-suite vision and engineering execution.

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Enterprise AI Strategy

Architect and operationalize AI transformation programs from Generative AI frameworks to production-grade intelligent systems.

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Cloud Transformation at Scale

Proven track record including a $25M migration, Cloud Centers of Excellence, and multi-region architectures.

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Digital Operations

IT governance, CMDB modernization, and enterprise service platforms aligned with business outcomes.

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Executive Leadership

Trusted C-suite advisor designing education programs, technology roadmaps, and organizational transformation.

Thought Leadership

Conference speaker & industry voice across the Americas.

Invited to keynote alongside McKinsey and industry leaders on AI strategy and cloud transformation.

Career Trajectory

A progression of increasing strategic impact.

From systems engineering to enterprise architecture to executive technology leadership.

Sr. Enterprise Architect — ServiceNow
Virtual, Florida
AUG 2025 — PRESENT

Leading enterprise architecture modernizing CMDB and CSDM-aligned service models. Architecting integrations between ServiceNow and AWS.

ServiceNowCMDBAI OpsITSM
Experienced Enterprise Architect and ServiceNow platform leader with extensive experience designing and implementing ServiceNow-based solutions to improve IT operations, data governance, and enterprise service visibility. Led initiatives to modernize CMDB and CSDM-aligned service models, improve data configuration quality, and establish governance frameworks supporting large-scale digital transformation programs. Architected integrations between ServiceNow and cloud platforms such as AWS, enabling event-driven automation, AI-enabled operations, and enhanced service intelligence. Regularly advise executive stakeholders on leveraging ServiceNow capabilities—including ITSM, ITOM, AI Ops, Now Assist, and AI Control Tower—to align technology operations with business strategy, operational resilience, and emerging AI governance requirements.
Solutions Architect Manager — Amazon Web Services
Virtual, Florida
APR 2022 — AUG 2025

Led architects delivering GenAI and cloud solutions across Caribbean and Central America. Established Cloud Centers of Excellence.

Team LeadGenAIBedrockLATAM
Led a specialized team of architects delivering transformational Generative AI and cloud solutions across the Caribbean and Central America commercial landscape. Drove enterprise-wide digital transformation initiatives with particular emphasis on implementing secure, scalable AI frameworks while ensuring robust data governance, risk management, and financial optimization. Architected comprehensive cloud migration strategies enabling organizations to harness the full potential of emerging technologies while maintaining stringent control over their information assets. Orchestrated the expansion of advanced AI and cloud capabilities throughout Latin America, creating scalable programs that accelerate enterprise adoption of generative technologies. Designed and led executive-level educational initiatives focused on practical Generative AI implementation, including industry-specific use cases, architectural patterns, and privacy-preserving frameworks. Established and nurtured Cloud Centers of Excellence that drive innovation while adhering to AWS Well-Architected principles.
Sr. Solutions Architect — Amazon Web Services
Virtual, Florida
MAY 2019 — APR 2022

Founding SA for AWS Caribbean. Secured $25M cloud migration. Built regional architecture standards.

Pioneer$25MSageMakerCDK
As one of the founding Solutions Architects for AWS in the Caribbean region, played a pivotal role in establishing and expanding AWS’s presence across diverse commercial segments in the Caribbean and Central America. Architected and implemented comprehensive cloud adoption strategies that laid the foundation for AWS’s regional growth, while developing tailored approaches to address unique market challenges in data governance, security, and financial optimization. Strategic influence culminated in securing and successfully executing a landmark $25 million cloud migration initiative, demonstrating the transformative potential of AWS in previously underserved markets. Spearheaded the development of region-specific cloud awareness programs, including targeted webinars and Immersion Days. Through systematic architecture reviews and adherence to AWS Well-Architected Framework principles, established regional standards for secure, efficient, and scalable cloud implementations. Toolsets: Amazon Bedrock, Anthropic, Amazon Nova, SageMaker, AWS CLI, CDK, Python, Lambda, Node.js, Migration Hub, Amazon Connect, EC2, Docker, S3.
Enterprise Architect — Carnival Cruise Lines
Doral, Florida
JAN 2014 — 2019

Founded Cloud Business Office for Fortune 500. Fleet Analytics, Mobile Embarkation. 1,200+ DaaS.

F500Cloud OfficeCIO Advisory
As the founding leader of the Cloud Business Office for a Fortune 500 corporation, architected and executed a comprehensive enterprise transformation program that revolutionized IT service delivery and established cloud computing as a cornerstone of corporate strategy. This initiative, recognized as one of the CIO’s top five strategic pillars, fundamentally transformed the organization’s operational efficiency, speed-to-market capabilities, and technology trust quotient across North American brands. Leveraged the Cloud Adoption Framework and Gartner Pace Layering methodology to design an enterprise-wide cloud migration strategy encompassing account consolidation, hybrid infrastructure, and seamless data center connectivity. Pioneered transformative initiatives including sophisticated application portfolio management processes and business capability mapping frameworks, delivering Fleet Analytics, Targeted Marketing, and Mobile Embarkation solutions. Spearheaded strategic relocation of disaster recovery from Florida to Texas and deployed 1,200+ desktop-as-a-service solution for contact center operations. Reported directly to the Vice President of Architecture.
Sr. Technical PM — Royal Caribbean Group
Miramar, Florida
JUN 2012 — DEC 2013

CoE for Architecture and Software Engineering. Tibco SOA. Contact center transformation.

SOACoEAgile
Key member of the Project Management Office, orchestrating multiple enterprise-wide technology transformation initiatives that delivered measurable business value through modernized architecture, enhanced customer experience, and operational efficiency. Established the Center of Excellence for Architecture and Software Engineering, transforming the organization’s approach to service-oriented architecture. Spearheaded implementation of comprehensive Tibco SOA platform with governance frameworks enhancing service cataloging, virtualization, and reuse. Successfully guided migration of legacy Websphere applications to modern SOA environment using Scrum Agile methodology. Portfolio included transformational contact center initiatives across four locations: Avaya Experience Portal IVR with Dynamic Queue, Aspect Workforce Management modernization, and VERINT Quality Recording and Monitoring systems. Applied PMI methodologies maintaining oversight of project audit documentation, security compliance, and change management using CA Clarity Portfolio Management tools.
IT Director — Financial Regulatory Agency
San Juan, Puerto Rico
SEP 2010 — JUN 2012

Reported to Commissioner. Virtualized HA environments, BI warehouse, ITIL service management.

CXORegTechBI
As Technology Director reporting directly to the Commissioner of a Financial Institutions Regulatory Agency, architected and executed a comprehensive technology transformation program that modernized the agency’s entire IT infrastructure. Consolidated legacy systems into a virtualized, high-availability environment including clustered VMware infrastructure, enterprise-class storage solutions, and consolidated SQL databases. Established a robust business intelligence and financial reporting data warehouse enhancing the agency’s ability to monitor mortgage incentive programs and financial institution solvency metrics critical to the Governor’s initiatives. Deployed SharePoint collaboration platforms, implemented ITIL-based service management frameworks, and established comprehensive disaster recovery protocols.
IT Director — Siemens Transit / Tren Urbano
San Juan, Puerto Rico
MAR 2003 — FEB 2007

Built IT ground-up for heavy rail. Data center, ERP, train control. Microsoft Case Study.

TransitGround-UpMS Case Study
Designed, procured, and implemented Information Technology infrastructure to support the operations and maintenance phase of the Tren Urbano heavy rail transit system. Ground-up planning, design, and implementation of data center infrastructure environments. Established service and support desk with policies, procedures, and measurement mechanisms. Project management and implementation of Maximus ERP and Microsoft Dynamics financial applications. Integration of real-time train control systems, fare collection, and revenue assurance. Implementation of document control and engineering library systems. Developed business intelligence platforms for key performance indicators and reporting to government agencies. Microsoft Case Study 2003 LATAM. Reported to Chief Financial Officer.
IT Director — Centennial Communications (AT&T)
San Juan, Puerto Rico
JAN 2000 — MAR 2003

28-person team, 1,200 users, 72-location POS, predictive analytics.

WirelessAnalyticsContact Center
Responsible for operations and management of the data center, billing and communications infrastructure. Led staff of 28 technicians serving 1,200 users in multiple retail and administrative locations. Managed billing operations for post/prepaid wireless, wireline, and broadband. Network communications, security, and availability of 400+ user contact center. Implemented point-of-sale solution for 72 retail kiosk locations and 10 retail locations. Developed CRM application for pre-paid platform. Consolidated multiple contact centers and migrated from legacy to thin client architecture (Citrix). Implemented web portal and business intelligence environments with AS400 integration. Predictive analysis BI for customer retention and churn. Provided technical support to operations in Dominican Republic, Jamaica, and Miami. Reported to CIO.
IT Director — United Medical / Pavia Health
San Juan, Puerto Rico
1997 — 2000

Corporate IT for 6-hospital network. Reduced reporting from 45 days to one week.

Healthcare6 InstitutionsHIS/LIS
As Corporate IT Director, developed and implemented technology roadmap to integrate the hospitals and reference laboratory into a cohesive health care delivery network. Implemented and consolidated clinical and financial systems to standardize reporting metrics, reduce reporting cycle times, and improve management guidance. Implemented wide area network connecting hospital facilities; consolidated voice communications. Standardized and integrated financial systems, reducing reporting cycle times from 45 days to one week. Integration of acquisitions into healthcare framework. Modernization of reference laboratory infrastructure. Responsible for IT staff of 23 serving 6 health care institutions. Performed Year 2000 assessment for all equipment assets. Reported to the President.
Credentials

Industry-recognized technical depth.

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Resources & Toolkit

What I read, use, and recommend to leaders.

Curated from 25+ years in the field.

Books that shaped my leadership
Tools in my technology toolkit

Insights

From the field: strategy, architecture & AI.

Lessons from 25+ years leading enterprise technology transformation.

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Community Impact

Building ecosystems, not just systems.

Empowering technologists and strengthening innovation communities across the Americas.

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Founder, AWS User Group PR

Established the regional meetup as part of the Global AWS User Group network.

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Conference Speaker, LATAM

Presented alongside McKinsey on AI strategy and enterprise architecture.

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President, ISACA Puerto Rico

Led the ISACA chapter including organizing the International event in San Juan.

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Entrepreneurship & Youth Dev

Guest speaker for Jamaica Young Entrepreneurs and Broward County Latin Entrepreneurs.

Education

Academic foundation.

Executive MBA
University of East London
CLASS OF 2025
Associate Degree, Applied Science
Institute of the Americas, World University
1985 | SAN JUAN, PUERTO RICO
Let's Connect

Ready to lead your next technology transformation.

Open to VP of Technology, CTO, and Chief Architect opportunities.