Moving systems without breaking them: data migration, platform transitions, and the planning that separates clean cutovers from weekend-destroying disasters.
Change ManagementJuly 4, 2026
Nobody in the room called it digital transformation, because the term did not exist. We had a retailer running accounting, HR, and payroll on paper, a mandate to computerize all of it, and years later the industry invented a name…
Digital TransformationJuly 4, 2026
The migration budget covered the conversion, the cutover, the infrastructure, the testing. The real bill arrived afterward, by invoice: hundreds of SQL queries that had to be re-optimized for the new platform, by six specialist DBAs, over six months, on…
Digital TransformationJuly 4, 2026
The Gantt chart crescendos to cutover weekend, and the boxes after it say 'stabilization,' thin little boxes, drawn by optimists. Then you go live and discover what those boxes contain: weeks of triage, expectation management, and a system running on…
Digital TransformationJuly 4, 2026
Friday we were on the old platform. Monday we were on the new one, and it was buckling. We stood at the edge of a rollback with the whole company standing on a system that could not carry the load,…
BackupsMarch 19, 2026
Legacy systems do not die because your roadmap wants them gone. I kept ancient ones alive for years, including a dead-vendor system on unmaintainable hardware with a database that existed nowhere else, no support, but it ran the business, so…
Cloud ComputingMarch 5, 2026
Digital transformation is plumbing. The buzzword suggests a bold leap; the real work is infrastructure, one component at a time. I led enterprise transformations at a national retailer, and the method that worked was never a big bang, it was…
Digital TransformationFebruary 8, 2026
Five young developers came to a dim restaurant for career advice, brimming with confidence about microservices and cloud-native everything, and had no idea what was coming. Forty years of IT disasters teach you about Murphy's Law and how fragile everything…
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