Transforming Strategy Into Scalable Tech That Delivers Results
Seasoned Executive Technology Leader with 15+ years of experience driving digital transformation through cloud, AI, and scalable architecture. Led $50M+ initiatives across federal agencies, Fortune 500s, and startups—aligning tech with business goals to deliver measurable, cost-saving results.
- $50M+ Federal IT Modernization Led to Mission-Critical Compliance & Performance
- $10M Cloud Migration Achieved 30% Cost Reduction & 100% Uptime
- $1.2M Saved Annually Through Multi-Cloud Engineering Innovation
- 50% Faster Deployments via DevOps Culture Transformation
- 45% Faster Threat Detection with AI-Powered Cybersecurity Leadership
in it modernization
projects
- $50M+ in IT Modernization Projects delivered with full compliance (FedRAMP, NIST, CMMC).
- $10M Hybrid Cloud Migration led with 100% uptime in a regulated environment.
- $1.2M Annual Savings through global cloud migration strategy for Fortune 500 clients.
- 45% Faster Cybersecurity Response through AI-driven automation and zero-trust controls.
- 10% Revenue Increase by implementing an AI + data strategy aligned with enterprise goals.
- 50% Reduction in Data Errors with AI-based data quality solutions.
- $15M Budget Managed as interim CTO overseeing engineering, product, and IT operations.
- 20% Reduction in Operational Costs via FinOps and cloud cost governance modeling.
- 30% Improvement in Decision-Making Speed via ERP system and AI-powered workflow optimization.
- 45% Increase in Summer Sales driven by a product optimization project for a Fortune 500 client.
- 25% Increase in Data-Driven Decision Making through strategic ERP enhancements.
About Simon
Core Skills
- IT Modernization & Digital Transformation
- IT Strategy & Governance
- IT Infrastructure Management
- Cloud Implementation & Migration
- Enterprise Architecture
- Process Optimization & Innovation
- AI & ML Implementation
- Cybersecurity & Risk Management
- Cost & Resource Optimization
- Client Engagement & Service
- Team Development & Leadership
Industries
- T-mobile
- Microsoft
- Charter Communications (Spectrum)
- Footlocker
- Capgemini
- Herald Technologies
- CFTC
- CMS


Case Studies
Situation
The company’s core systems and workflows were fragmented and inefficient, leading to communication gaps and reduced productivity.Task
Lead an organization-wide transformation to align technology infrastructure with business operations. Action
Conducted a full assessment of technology usage, redesigned systems architecture, and aligned teams through unified tooling and process standardization.
Results
Achieved a 40% increase in operational efficiency by streamlining processes and improving inter-team collaboration.
Situation
Legacy infrastructure had frequent downtimes and incurred high maintenance costs.Task
Transition Herald’s infrastructure to a more resilient and cost-effective cloud environment. Action
Led a $10M hybrid cloud migration to Azure, ensuring secure data handling and compliance with sector regulations.
Result
Reduced infrastructure costs by 30% and achieved 100% system uptime post-migration.
Situation
CFTC relied on outdated infrastructure, posing compliance and scalability issues.Task
Modernize core IT systems while adhering to federal regulations. Action
Directed over $50M in modernization efforts, aligning with NIST, FedRAMP, and CMMC standards.
Result
Achieved 100% compliance and enhanced scalability for all core systems.Situation
The existing security posture was inadequate for modern cyber threats.Task
Improve threat detection and response without increasing the security team’s workload. Action
Designed and implemented a zero-trust security framework integrated with AI-enabled SIEM tools for continuous monitoring.
Result
Enhanced detection accuracy and reduced response time by 45%.“I've rarely seen a leader so in tune with both technology and the humans behind it."
“I've rarely seen a leader so in tune with both technology and the humans behind it. Simon helped us bring our AI-powered data pipeline to life, reducing provider-facing errors by 50% and improving satisfaction scores significantly. He created space for real collaboration, and I personally grew as a product manager under his mentorship.”
Fatima Maryam
“Simon brought structure, vision, and results during a critical growth phase for us. Under his leadership, we executed a $10M cloud migration to Azure and cut infrastructure costs by 30%. But what stood out even more was how he led with confidence and empathy, bringing our teams together around a shared mission. We achieved 100% uptime in a regulated environment because of his strategic oversight and technical clarity.”
Emeka Johnson
“As someone who worked directly under Simon , I saw firsthand how he could take complex goals—like cloud migrations across multiple global regions—and break them down into clear, achievable outcomes. His guidance helped me develop my own cloud architecture skills, and the savings we delivered together—over $1.2M annually—was a big win for the client.”
Priya Desai
“Simon leads with a rare blend of technical expertise and emotional intelligence. He stepped into a CI/CD restructuring project and immediately added clarity to the chaos. The result? We improved deployment speed, reduced risks, and saved 25% in operational overhead. What I appreciated most was how he made every team member feel seen and valuable."
David Mendez
Articles
Overcoming Challenges as a Tech Leader in an Ever-Changing Tech Space
Harnessing AI and Automation to Drive Business Transformation
The Future of Product Management: Key Trends Shaping 2025

