Woodwind player, old boy is surrounded by books (6)
I believe the answer is:
oboist
'woodwind player' is the definition.
(I've seen this before)
'old boy is surrounded by books' is the wordplay.
'old boy' becomes 'ob'.
'surrounded by' is an insertion indicator.
'books' becomes 'ot' (Old Testament).
'is' placed inside 'ot' is 'oist'.
'ob'+'oist'='OBOIST'
(Other definitions for oboist that I've seen before include "Do I boost the musician?" , "Musician who plays woodwind of treble pitch" , "Wind player" , "Instrumentalist" , "orchestra member" .)