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Define: "Square the circle" in Business

The corporate definition of Square the circle
Fiscal Threat Level
HIGH

Multi-headcount capital waste

CWO Pro-Tip

"Demand the impossible request in writing. Print it out and frame it above your desk."

What HR thinks it means:

Attempting to resolve a problem that is seemingly impossible or involves fundamentally contradictory requirements.

What does "Square the circle" actually mean?

"Management asking you to violate the laws of physics and network latency on a zero-dollar hardware budget."

How HR uses it:

"We are asking the engineering team to square the circle by delivering the update ahead of schedule without increasing costs."

How you actually use it:

"The client wants military-grade encryption with zero performance overhead, so I guess I'll just try to square the circle."

The Chief Waste Officer

By The Chief Waste Officer

18 years in the corporate trenches quantifying waste so you don't have to.

Published: 2026-06-12

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