Proven track record Executive leadership Strategic Partner

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+
in it modernization
projects

About Simon

Executive Technology Leader with 15+ years of experience and a proven track record of driving digital transformation, enterprise-scale cloud migrations, and AI-led technical strategy across diverse organizations, including Fortune 500 companies. Expert in aligning technology strategy with business needs to deliver cutting-edge products, foster operational excellence, and boost revenue growth. Demonstrated success in driving IT modernization projects exceeding $50M, increasing operational efficiency by 40%, and reducing annual infrastructure costs by $1.2M. Seeking a challenging and dynamic Executive Technology Leader role.

Core Skills

Industries

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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CFTC relied on outdated infrastructure, posing compliance and scalability issues.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
Senior Product Manager, Arch Systems

“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
CEO, Herald Technologies Inc.

“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
Associate Cloud Engineer, Capgemini (T-Mobile Account)

“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
Program Lead, LTIMindtree (Microsoft Project)

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

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