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.

🧠

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.

⚙️

Digital Operations

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

🤝

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
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 LeadershipGenAIBedrockLATAM
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
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
Sr. Technical PM — Royal Caribbean Group
Miramar, Florida
JUN 2012 — DEC 2013

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

SOACoEAgile
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
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
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.

WirelessAnalytics
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 Institutions
Credentials

Industry-recognized technical depth.

Verified digital credentials — click any badge to view on Credly.

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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.

View all posts
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.

🎤

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.