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Measuring Strategic Work

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#performance measurement#strategy#kpi#management#organizational design
Measuring Strategic Work
⚡ TL;DR · AI summary

KPIs are effective for operational work that is one-dimensional and repeatable, but they fail in strategic contexts by oversimplifying complex systems and distorting behavior. Strategic work involves multidimensional tradeoffs, dependencies, and evolving constraints that resist reduction to a single metric. The challenge lies in avoiding both simplistic metrics and overly complicated frameworks, instead maintaining a balance that supports genuine understanding without illusion of control.

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Jason A. Hoffman
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On Measuring Strategic Work March 30, 2026 KPIs are simple. That is their virtue and their failure mode. A single number, a single axis, a clear direction: up is good or down is good. For operational work that is decomposable and repeatable, this works. For strategic work, simplicity becomes simplistic. The KPI flattens a multi-dimensional system into a scalar, and the scalar distorts behavior along every axis it doesn’t measure. But the alternative has its own failure mode. Strategic work is complex: competing constraints, dependencies that cross domains, tradeoffs that shift over time. Trying to capture that complexity can easily become complicated: layers of process, frameworks, scorecards, strategy maps, cascaded objective trees.

Excerpt limited to ~120 words for fair-use compliance. The full article is at Jason A. Hoffman.

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