What a Guesstimate Actually Tests
A guesstimate is a structured estimate of a quantity you don't have data for, built from stated assumptions and simple arithmetic. PMs use them constantly: sizing a market before committing a quarter, forecasting support load, estimating infrastructure cost, sanity-checking a vendor's projection, and answering the estimation question in almost every PM interview.
The Fermi principle
Enrico Fermi famously estimated the yield of a nuclear test by dropping scraps of paper and watching how far the blast wave carried them. His answer was within a factor of two of the instrumented measurement. The trick isn't clairvoyance, it's decomposition: break an impossible number into factors you can each approximate, and let the errors, which point in both directions, partly cancel.
"About two million."
No structure. Can't be checked, corrected, or reused. Being close by luck teaches nobody anything.
An equation you can argue with
Every assumption visible and separately challengeable, so a listener can replace one input instead of rejecting the whole answer.
That sets the accuracy bar: you are aiming for the right order of magnitude, not the right number. Two significant figures on an estimate assembled from assumptions is false precision, and it signals that you've forgotten what kind of object you're holding.
Quick check
Asked how many coffee cups a city sells per day, a candidate answers "about two million" and stops. What's missing?