A new essay in the book 'Design and Reality' by Mathias Verraes and Rebecca Wirfs-Brock explores how technical leaders can identify the right moment for large-scale software redesign. The core idea is treating ongoing design challenges and their solutions as signals that reveal where external pressures stress a system's design. By monitoring these signals over time, teams can determine what changes are needed, trigger targeted experiments, and use the learnings to build organizational culture and support for major design shifts. The essay uses a global shipment tax calculation product as a running example. Currently only available as part of the book.
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