Richer gambler on his way (6,3)
I believe the answer is:
better off
'richer' is the definition.
(I've seen this before)
'gambler on his way' is the wordplay.
'gambler' becomes 'better' (someone who makes bets is a gambler).
'on his way' becomes 'off' (I am not sure about this - if you are sure you should give a lot more credence to this answer).
'better'+'off'='BETTER-OFF'
Can you help me to learn more?
(Other definitions for better off that I've seen before include "having lost less" , "in happier financial circumstances" , "with more money" , "Someone setting out for the bookies" , "wealthy" .)