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The WyCash Portfolio Management System

Ward Cunningham’s 1992 OOPSLA paper introduced the technical debt metaphor, comparing the shortcuts taken during software development to financial debt that accrues interest over time. Cunningham’s original framing was deliberate and prudent: the team knowingly shipped a simpler design to learn faster, with the intent to refactor once they understood the domain better. Martin Fowler later expanded this into the Technical Debt Quadrants, distinguishing deliberate from inadvertent debt.

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