He deals with outstanding people (4,9)
I believe the answer is:
debt collector
'he deals' is the definition.
I don't know anything about this answer so I cannot tell whether it can be defined by this definition.
'outstanding people' is the wordplay.
I cannot quite understand how this works, but
'outstanding' could be 'debt' (I've seen this before) and 'debt' is present in the answer.
The remaining letters 'collector' is a valid word which might be clued in a way I don't understand.
This may be the basis of the clue (or it may be nonsense).
'with' is the link.
Can you help me to learn more?
(Another definition for debt collector that I've seen is " Moneylender's agent".)