The most common and most likely answer to this crossword clue is the 12 letter word ESCAPOLOGIST
I've seen this crossword clue in The Daily Telegraph
E
S
C
A
P
O
L
O
G
I
S
T
Buddy explains!
The straight part
We know that "one managing to break free" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case one managing to break free = escapologist.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 ESCAPOLOGIST mean?
ESCAPOLOGIST noun- An entertainer skilled in the art of escapology.