Cryptic crossword clue
Rolling in cash, yet exhibiting doubt 9

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

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

The straight part
We know that "exhibiting doubt" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case exhibiting doubt = hesitancy.
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 HESITANCY mean?

HESITANCY noun
  1. A pausing or halting before beginning a task, often as a result of some fear or uncertainty about the outcome.

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