Cryptic crossword clue
He won’t catch you out in a silly position 10

The most common and most likely answer to this crossword clue is the 10 letter word OUTFIELDER

I've seen this crossword clue in The Daily Telegraph
O
U
T
F
I
E
L
D
E
R

Buddy explains!

The straight part
We know that "He won’t catch you out in a silly position" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case he won’t catch you out in a silly position = outfielder.
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 OUTFIELDER mean?

OUTFIELDER noun
  1. A player that plays in the outfield, which is the outer portion of the field

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