How to maintain a career on the road (5)
I believe the answer is:
steer
'how to maintain a career' is the definition.
I can't judge whether this definition defines the answer.
'on the road' is the wordplay.
'on' is an insertion indicator (as in clothing 'on' a person).
'the' becomes 't' (the is pronounced as a 't' sound in some dialects).
'road' becomes 'seer' (I can't justify this - if you can you should give a lot more credence to this answer).
't' going inside 'seer' is 'STEER'.
Can you help me to learn more?
(Other definitions for steer that I've seen before include "Reset so as to direct" , "bovine creature" , "give guidance" , "Guide (eg, a ship)" , "Cattle - drive" .)