Oscar's maybe tried out for a press job (6)
I believe the answer is:
editor
'a press job' is the definition.
The definition and answer can be both people as well as being singular nouns.
Perhaps you can see a link between them that I can't see?
'oscar's maybe tried out' is the wordplay.
'oscar' becomes 'o' (phonetic alphabet: alpha, bravo, charlie etc.).
'maybe' is an anagram indicator.
'out' is an insertion indicator.
'tried' with letters rearranged gives 'editr'.
'o' inserted into 'editr' is 'EDITOR'.
'for' is the link.
Can you help me to learn more?
(Other definitions for editor that I've seen before include "Senior publisher" , "Or tied up my boss" , "One who orders copy" , "Redactor" , "Reviewer of text" .)