Cryptic crossword clue
Won the deal – might be broke? 4-2-4

The most common and most likely answer to this crossword clue is the 12 letter word DOWN-AT-HEEL

I've seen this crossword clue in Financial Times
D
O
W
N
-
A
T
-
H
E
E
L

Buddy explains!

The straight part
We know that "broke" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case broke = down-at-heel.
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 DOWN-AT-HEEL mean?

DOWN-AT-HEEL adjective
  1. (of footwear, hyphenated when used attributively) In poor condition, especially due to having worn heels; worn-out, shabby.
  2. (by extension, hyphenated when used attributively) Shabbily dressed, slovenly; impoverished; shabby, dilapidated.

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