I lead transformative AI and cloud-native initiatives for Fortune 500 companies, bridging the gap between cutting-edge technology and measurable business outcomes.
As Managing Director at EY, I lead the Microsoft domain within Digital Engineering, driving enterprise-scale AI and cloud-native software initiatives that transform how organizations operate. My work sits at the intersection of strategic vision and technical execution.
From architecting generative AI solutions integrating LLMs and agentic frameworks to serving on Microsoft's Inner Circle leadership teams for AI & Entra, I've built a career on making the complex accessible and the ambitious achievable.
Before EY, I served as CTO at Tallan, where I shaped technology strategy for a national Microsoft partner. My courses on Pluralsight have reached over 17 million technology professionals worldwide, establishing me as a trusted voice in cloud architecture and AI development.
Architecting generative AI solutions that integrate large language models, agentic frameworks, and robust data backbones for enterprise-scale deployment.
Designing and implementing Microsoft Azure solutions that scale securely, from infrastructure to platform services, optimized for performance and cost.
Leading cross-functional teams through complex technology transitions, aligning IT capabilities with business strategy and measurable outcomes.
Building CI/CD pipelines, infrastructure-as-code practices, and platform strategies that accelerate delivery while maintaining enterprise governance.
Creating comprehensive learning experiences on cloud, AI, and software development that have reached millions of technology professionals globally.
Partnering with CTOs and boards to develop technology roadmaps, evaluate emerging technologies, and make informed investment decisions.
One-install package that configures Claude Code with battle-tested rules, agents, hooks, and 17 curated skills across seven pillars of setup and mastery.
Generates self-contained HTML reports that tell the story of session changes, mapping cross-file connections and showing inline diffs woven into a narrative.
Drives projects through a 10-phase software development lifecycle with configurable company profiles, compliance gates, and quality enforcement at every transition.
Local-first intelligence layer that builds a cross-project knowledge graph of decisions, patterns, and preferences, then syncs that context into every Claude Code session.
Local routing proxy that sits between Claude Code and Anthropic's API, automatically selecting the optimal model for each request based on complexity signals.
.NET 10 reference architecture that reconstructs modern AI coding agent internals: skills, tools, context budgeting, MCP/A2A protocols, and a self-improving meta-harness.
You can deploy Anthropic's Claude inside Microsoft Foundry today, then put it behind the same Azure API Management gateway that already governs your OpenAI traffic.
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The code got cheap. Delivery didn't. Why the most confident sentence in software prices the one part of the job that was already free, and where the real cost moved.
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Boris Cherny says he writes loops, not prompts. The shift from one-off instructions to self-running agents, in plain English, and the four things that become your job.
Read ArticleI bring complex technical concepts to life for business audiences, translating AI and cloud innovations into strategic imperatives that executives can act on.
The organizations that will thrive are those that see AI not as a technology project, but as a fundamental reimagining of how work gets done.— Matthew Kruczek
Over 18 courses reaching 17+ million technology professionals worldwide. From Azure cloud architecture to AI cognitive services, mobile development to DevOps practices.
Pluralsight · Beginner · 4h 34m
Pluralsight · Beginner · 3h 20m
Pluralsight · Intermediate
Pluralsight · Beginner · 3h 35m
Pluralsight · Beginner
Pluralsight · Beginner · 1h 1m
Whether you're looking for a keynote speaker, strategic advisor, or want to discuss the future of enterprise AI, I'd love to connect.