Cryptic crossword clue
Simon’s gone crazy and turned killer and he can’t sleep at night 9

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

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

The straight part
We know that "he can’t sleep at night" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case he can’t sleep at night = insomniac.
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 INSOMNIAC mean?

INSOMNIAC noun
  1. One who suffers an inability or difficulty sleeping; a sufferer from insomnia.
INSOMNIAC adjective
  1. Suffering from or pertaining to insomnia.

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