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Technical Debt

2 articles on technical debt.

The Rewrite You Will Regret

Rewrites get underestimated by 3x because the old system refuses to stand still while you rebuild it. When rewriting is genuinely right, when it is not, and how to make the call honestly.

ArchitectureLegacy CodeTechnical DebtEngineering Decisions
August 2026·5 min readRead article →

Feature Flags Are a Code Smell (Eventually)

Feature flags solve real problems early, but become technical debt unless managed rigorously. A pragmatic look at when they make sense and how to keep them from consuming your codebase.

Feature FlagsTechnical DebtCode QualityDevOpsEngineering
June 2026·8 min readRead article →