Cryptic crossword clue
Upsetting measurement system outfitter's familiar with? 9

The most common and most likely answer to this crossword clue is the 9 letter word CAPSIZING

I've seen this crossword clue in The Times
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Buddy explains!

The straight part
We know that "Upsetting/measurement system outfitter's familiar with" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case upsetting/measurement system outfitter's familiar with = capsizing.
The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.
This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.

What does CAPSIZING mean?

CAPSIZING verb
  1. To overturn.
  2. To cause (a ship) to overturn.
  3. (of knots) To deform under stress.
CAPSIZING noun
  1. An overturning of a boat etc.

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