AI & Generative AI
Take a Retrieval-Based AI Assistant From Pilot to Production
Design an enterprise AI assistant around authorized retrieval, grounded answers, evaluation, and a clear operational handoff.
David's Digest
AI, cloud, and the work of execution.
Practical decisions for enterprise AI, AWS transformation, and delivery leadership. Turn strategy into systems, adoption, and measurable outcomes.
Latest insight · AI & Generative AI
What Enterprise Leaders Should Know Before Adopting Claude
Evaluate Claude adoption through use-case boundaries, information governance, risk-based oversight, operating ownership, and measurable outcomes.
Read featured article →By David Campodonico
Enterprise implementation. Clear ownership. Business outcomes.
39 articles including the featured insight
AWS & Cloud
Measure AWS Cost Per Business Outcome
Use unit economics, shared-cost allocation, and service quality to make AWS optimization decisions that support business growth.
AI & Generative AI
Evaluate Claude for Enterprise Workflows, Not Demos
Assess Claude against real tasks, approved data, failure costs, and operating constraints before expanding enterprise adoption.
Leadership
Make Escalation Safe Before a Program Turns Red
Build a practical escalation agreement that helps teams surface uncertainty early and gives leaders clear decisions to make.
AI in the Enterprise
Why Enterprise Execution Is the Missing AI Skill
Why Enterprise Execution Is the Missing AI Skill
AI in the Enterprise
How Leaders Can Avoid AI Pilot Fatigue
How Leaders Can Avoid AI Pilot Fatigue
Enterprise Transformation
Build a Transformation Business Case That Survives Delivery
Connect transformation benefits to baseline measures, adoption assumptions, operating costs, and accountable business owners.
Delivery & Execution
Run a Transformation Program With Decision Gates
Replace activity-only reporting with evidence-based gates for scope, pilot readiness, rollout, and operational ownership.
AWS & Cloud
AWS Landing Zone Readiness: The Decisions Before Migration
Use an ownership and readiness checklist for AWS identity, accounts, networking, logging, and operations before moving production workloads.
AI & Generative AI
Choose an Enterprise AI Pilot With an Evidence Scorecard
Select an AI pilot using workflow value, data readiness, review effort, and clear exit criteria before committing to a platform.
AI in the Enterprise
The Hidden Delivery Risks Behind AI Adoption
The Hidden Delivery Risks Behind AI Adoption
AI in the Enterprise
Why Stakeholder Alignment Matters More in AI Projects
Why Stakeholder Alignment Matters More in AI Projects
AI in the Enterprise
How to Turn AI Ideas Into Measurable Business Outcomes
How to Turn AI Ideas Into Measurable Business Outcomes
AI in the Enterprise
Why Enterprise Teams Struggle to Scale AI Pilots
Why Enterprise Teams Struggle to Scale AI Pilots
AI in the Enterprise
The Difference Between AI Strategy and AI Execution
The Difference Between AI Strategy and AI Execution
AI in the Enterprise
How Project Leaders Should Manage AI Risk
How Project Leaders Should Manage AI Risk
AI in the Enterprise
Cloud Modernization Is Not a Tooling Problem
Cloud Modernization Is Not a Tooling Problem
AI in the Enterprise
Why Every AI Project Needs a Strong Delivery Lead
Why Every AI Project Needs a Strong Delivery Lead
AI in the Enterprise
The Enterprise AI Operating Model Most Teams Are Missing
The Enterprise AI Operating Model Most Teams Are Missing
AI in the Enterprise
Why AI Governance Needs Execution Discipline
Why AI Governance Needs Execution Discipline
AI in the Enterprise
How Cloud Transformation Breaks When Ownership Is Unclear
How Cloud Transformation Breaks When Ownership Is Unclear
AI in the Enterprise
The Real Cost of Poor AI Execution in Enterprise Teams
The Real Cost of Poor AI Execution in Enterprise Teams
AI in the Enterprise
Why AI Implementation Fails Without Project Leadership
Why AI Implementation Fails Without Project Leadership
AI in the Enterprise
The Future of Work Will Be Built Around AI Systems
AI is reshaping how work is structured, executed, and scaled across organizations
AI in the Enterprise
Why AI Strategy Means Nothing Without Execution
Many organizations focus on AI strategy but fail to deliver results due to poor execution
AI in the Enterprise
What a Real Enterprise AI Stack Actually Looks Like
Most discussions about AI stacks are theoretical, here is what they look like in practice
AI in the Enterprise
AI Is Changing DevOps Faster Than Most Teams Realize
AI is transforming how software is built, tested, and deployed across modern engineering teams
AI in the Enterprise
Why Leadership Thinks AI Is Working When It Isn’t
There is a growing gap between perceived AI success and actual outcomes in enterprise environments
AI in the Enterprise
Should You Build AI In-House or Use APIs? The Real Tradeoff
The decision between building AI internally or using APIs is not just technical, it is strategic
AI in the Enterprise
Why Most AI Governance Models Fail Before They Start
Governance is critical for AI success, but most organizations approach it in a way that slows progress instead of enabling it
AI in the Enterprise
Prompt Engineering Is Not a Role. It Is a Symptom.
The rise of prompt engineering reflects deeper gaps in systems, workflows, and AI integration
AI in the Enterprise
Why AI Costs Are About to Surprise Every Enterprise
AI adoption is accelerating, but most organizations are underestimating the real cost of usage at scale
AI in the Enterprise
AI Is Not Replacing Jobs. It Is Replacing Operating Models.
The real impact of AI is not job loss. It is the transformation of how organizations execute work.
AI in the Enterprise
Why Traditional Project Management Fails in AI (And What Actually Works)
AI projects do not fail because of models. They fail because traditional delivery frameworks do not translate.
AI in the Enterprise
Tokenmaxxing Is Not the Goal. AI Output Per Token Is.
Why raw AI usage metrics are misleading and what leaders should actually measure
AI Execution
Why Most AI Teams Fail to Scale
The real reason AI initiatives get stuck after initial success and what it takes to scale them.
AI Execution
Why Most AI Projects Fail in Enterprise
The real reasons AI initiatives stall and what separates successful teams from the rest.
AI Execution
AI in Enterprise: What Actually Works vs What Fails
A practical breakdown of what drives success in enterprise AI and why most initiatives stall before delivering value.