A very rich man delves into his pocket perhaps (5)
I believe the answer is:
dives
'a very rich man' is the definition.
'dives' can be an answer for 'man' (I have seen 'rich man' mean 'dives' so perhaps 'man' could also mean 'dives'). I am unsure of the 'a very rich' bit.
I can't explain the rest of the clue.
Can you help me to learn more?
(Other definitions for dives that I've seen before include "Disreputable resorts" , "Gets into water" , "Plunges head first" , "rich man used" , "Disreputable bars" .)