Approach career with it
I believe the answer is:
run in
'approach' is the definition.
(I've seen this before)
'career with it' is the wordplay.
'career' becomes 'run' (I've seen this before).
'with it' becomes 'in' (both can mean trendy).
'run'+'in'='RUN-IN'
(Other definitions for run in that I've seen before include "Dispute" , "Brush" , "Disagreement (with authority?)" , "Approach -- disagreement" , "drive new car" .)