Shy when giving up work (8)
I believe the answer is:
retiring
I believe this is a double definition.
'shy' is the first definition.
(I've seen this before)
'giving up work' is the second definition.
(I've seen this before)
'when' is the link.
(Other definitions for retiring that I've seen before include "Like an unassertive person" , "Shy - finishing job" , "heading for bed" , "Shy, avoiding company" , "Shy - going to bed" .)