The Mysterious Art of Estimating

And what you can do to get better at it

Christopher Laine
IT Dead Inside
Published in
9 min readNov 7, 2023

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“Have you seen their estimates for this work?” one of my peers asks me. It’s a rhetorical question. I’ve seen the estimates and he knows it. He’s mentioning it, because the estimates returned by the team in question are…inflated.

I try to be diplomatic. “These feel like they’ve been padded intentionally, out of fear…

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