Cryptic crossword clue
A setter, I go wrong, looking most unhappy 8

The most common and most likely answer to this crossword clue is the 8 letter word TEARIEST

I've seen this crossword clue in Financial Times
T
E
A
R
I
E
S
T

Buddy explains!

The straight part
We know that "looking most unhappy" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case looking most unhappy = teariest.
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 TEARIEST mean?

TEARIEST adjective
  1. Of a person, having eyes filled with tears; inclined to cry.
  2. Of eyes, filled with tears.

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