Home > Dictionary > Go pear-shaped

Define: "Go pear-shaped" in Business

The corporate definition of Go pear-shaped
Fiscal Threat Level
SEVERE

Catastrophic fiscal burn

CWO Pro-Tip

"Keep your TFTP server running locally. When things go pear-shaped, your last known good config is the only thing keeping you employed."

What HR thinks it means:

A situation that has gone wrong or deteriorated from the original plan.

What does "Go pear-shaped" actually mean?

"The exact moment during a weekend maintenance window when you realize the backup configuration didn't save and you have to rebuild the routing tables from memory."

How HR uses it:

"We need contingency plans in place in case the Q4 launch goes pear-shaped."

How you actually use it:

"The seamlessSeamlessThe transition will be a chaotic nightmare, but we'll hide the errors from the client. Palo Alto firewall migration went completely pear-shaped at 3 AM when we realized nobody mapped the legacy NAT rules."

The Chief Waste Officer

By The Chief Waste Officer

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

Published: 2026-04-17

Related Terminology

Tired of hearing this?

Next time someone says "Go pear-shaped" in a meeting, track exactly how much company money they just wasted. Play Buzzword Bingo, generate a waste invoice, and stop the bleeding.

Download Corporate Burn Rate on Google Play to track wasted meeting costs