Arrange contest, admitting Rocky's initial reluctance to go on (5,6)
I believe the answer is:
stage fright
'reluctance to go on' is the definition.
I can't tell whether this defines the answer.
'arrange contest admitting rocky's initial' is the wordplay.
'arrange' becomes 'stage' (synonyms).
'contest' becomes 'fight' (I've seen this before).
'admitting' means one lot of letters goes inside another.
'initial' indicates taking the first letters.
The initial letter of 'rockys' is 'r'.
'fight' placed around 'r' is 'fright'.
'stage'+'fright'='STAGE-FRIGHT'
Can you help me to learn more?
(Other definitions for stage fright that I've seen before include "Dramatic nerves" , "Panic experienced by performer" , "Performer's nervousness" , "Nervousness in front of audience" , "Performer's fear" .)