Daughter, having reserve and humour, had worked with the risk intensely (4,4,5)
I believe the answer is:
dice with death
'risk intensely' is the definition.
'dice with death' can be an answer for 'risk' (I've seen this before). I'm unsure of the 'intensely' bit.
'daughter having reserve and humour had worked with the' is the wordplay.
'daughter' becomes 'd' (genealogical abbreviation).
'having reserve' becomes 'ice' (I can't justify this - if you can you should believe this answer much more).
'and' is a charade indicator (letters next to each other).
'humour' becomes 'wit' (synonyms).
'worked with' indicates an anagram.
'had' with its letters anagrammed with 'the' can make 'hdeath'.
'd'+'ice'+'wit'+'hdeath'='DICE WITH DEATH'
Can you help me to learn more?
(Other definitions for dice with death that I've seen before include "Take lethal risks" , "Take serious risks" , "Take a grave risk" , "live dangerously" , "using bone-shaker?" .)