Cryptic crossword clue
Fellow losing head, writer with position that you wouldn't have anticipated 12

The most common and most likely answer to this crossword clue is the 12 letter word HAPPENSTANCE

I've seen this crossword clue in The Times
H
A
P
P
E
N
S
T
A
N
C
E


Buddy explains!

The straight part
We know that "that you wouldn't have anticipated" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case that you wouldn't have anticipated = happenstance.
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 HAPPENSTANCE mean?

HAPPENSTANCE noun
  1. The chance or random quality of an event or circumstance.
  2. A chance or random event or circumstance.

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