Cryptic crossword clue
He once drove a medic back into jail 6

The most common and most likely answer to this crossword clue is the 6 letter word CABMAN

I've seen this crossword clue in The Guardian
C
A
B
M
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Buddy explains!

The straight part
We know that "He once drove" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case he once drove = cabman.
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 CABMAN mean?

CABMAN noun
  1. The driver of a hackney cab.
  2. The driver of a taxi.

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