Cryptic crossword clue
Win following one up North — both sides admitting that is more awkward 10

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

I've seen this crossword clue in The Guardian
U
N
G
A
I
N
L
I
E
R

Buddy explains!

The straight part
We know that "more awkward" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case more awkward = ungainlier.
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 UNGAINLIER mean?

UNGAINLIER adjective
  1. Clumsy; lacking grace.
  2. Difficult to move or to manage; unwieldy.
  3. Unsuitable; unprofitable.

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