Commiserate with youth leader going to mine (4)
I believe the answer is:
'commiserate with' is the definition.
(I've seen this in another clue)
'youth leader going to mine' is the wordplay.
'youth leader' becomes 'y' (I've seen this in other clues).
'going to' means one lot of letters go next to another.
'mine' becomes 'pit' (down the pit).
'y' put after 'pit' is 'PITY'.
(Other definitions for pity that I've seen before include "Feeling of sorrow for another's pain" , "Sympathy for the suffering of another" , "Crying shame" , "Sorrow, compassion" , "true compassion?" .)