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by BrandonY 2266 days ago
Tech debt is most easily measurable in repetitive operational work. Measure it. Bring a story to your leaders: "We are spending 60 hours per week doing repetitive task X. With 200 hours of work, we could eliminate this work. It would pay for itself in a month."

If your leadership declines to take you up on this, escalate. If that fails, you must choose between continuing to do the repetitive operational work as instructed or leaving.