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.

Bridging the gap between C-suite vision and engineering execution.
Architect and operationalize AI transformation programs from Generative AI frameworks to production-grade intelligent systems.
Proven track record including a $25M migration, Cloud Centers of Excellence, and multi-region architectures.
IT governance, CMDB modernization, and enterprise service platforms aligned with business outcomes.
Trusted C-suite advisor designing education programs, technology roadmaps, and organizational transformation.
Invited to keynote alongside McKinsey and industry leaders on AI strategy and cloud transformation.
From systems engineering to enterprise architecture to executive technology leadership.
Leading enterprise architecture modernizing CMDB and CSDM-aligned service models. Architecting integrations between ServiceNow and AWS.
Led architects delivering GenAI and cloud solutions across Caribbean and Central America. Established Cloud Centers of Excellence.
Founding SA for AWS Caribbean. Secured $25M cloud migration. Built regional architecture standards.
Founded Cloud Business Office for Fortune 500. Fleet Analytics, Mobile Embarkation. 1,200+ DaaS.
CoE for Architecture and Software Engineering. Tibco SOA. Contact center transformation.
Reported to Commissioner. Virtualized HA environments, BI warehouse, ITIL service management.
Built IT ground-up for heavy rail. Data center, ERP, train control. Microsoft Case Study.
28-person team, 1,200 users, 72-location POS, predictive analytics.
Corporate IT for 6-hospital network. Reduced reporting from 45 days to one week.
Verified digital credentials — click any badge to view on Credly.
Curated from 25+ years in the field.
Lessons from 25+ years leading enterprise technology transformation.
Empowering technologists and strengthening innovation communities across the Americas.
Established the regional meetup as part of the Global AWS User Group network.
Presented alongside McKinsey on AI strategy and enterprise architecture.
Led the ISACA chapter including organizing the International event in San Juan.
Guest speaker for Jamaica Young Entrepreneurs and Broward County Latin Entrepreneurs.
Open to VP of Technology, CTO, and Chief Architect opportunities.