Both sides trouble winger (8)

I believe the answer is:

landrail

'both sides' is the definition.
I don't know anything about this answer so I cannot tell whether it can be defined by this definition.

'trouble winger' is the wordplay.
'trouble' becomes 'land' (I can't explain this - if you can you should believe this answer much more).
'winger' becomes 'rail' (a wading bird).
'land'+'rail'='LANDRAIL'

(Another definition for landrail that I've seen is " It's a harsh call".)

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