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Writing on legacy modernization

Engineering deep-dives and strategic analysis on legacy modernization. New post every week.

Latest posts Technical deep-dives + Migration planning + Data and encoding + Migration tooling + Strategy × Cost optimization + Compliance + Platform currency + Financial services +
Strategy

What is COBOL modernization? A Plain English guide for CIOs

Sep 25  •  15 min read

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Strategy

How to Fund Modernization When There is No New Features at the End

Modernization business cases die in the CFO's office, not the CIO's, because they are written in engineering currency and submitted to a process that only clears three kinds of argument.

Aug 2  •  12 min read
Strategy

Most of Your Legacy Estate Should Be Left Alone

A modernization firm's framework for deciding what not to modernize: change-rate triage, nine dispositions, a weighted scoring model and a worked example.

Aug 1  •  14 min read
Strategy

Why Most Strangler Fig Migrations Stall at 40%

Strangler fig migrations routinely plateau at 30-50% and never finish. Here is why the stall happens and how to design an exit condition before sprint one.

Jul 31  •  14 min read
Strategy

Security Debt Is the Modernization Deadline You Don't Control

Legacy systems are structurally unpatchable, not just unpatched. How to use security and regulatory deadlines to turn modernization into a dated commitment.

Jul 30  •  15 min read
Strategy

Why GenAI Alone Is Not Enough for Modernization

Understanding a legacy system and transforming a legacy system are not the same problem — the future of modernization is both working together.

Jul 27  •  7 min read