Awfully timid son now discontented is racked by doubt (2,3,5)
I believe the answer is:
in two minds
'racked by doubt' is the definition.
I know nothing about this answer so I can't judge whether it can be defined by this definition.
'awfully timid son now discontented' is the wordplay.
'awfully' indicates an anagram.
'discontented' says to hollow out the word (remove centre letters) (the word's contents are removed).
'now' with its middle taken out is 'nw'.
'timid'+'son'+'nw'='timidsonnw'
'timidsonnw' anagrammed gives 'IN TWO MINDS'.
'is' acts as a link.
Can you help me to learn more?
(Other definitions for in two minds that I've seen before include "Torn" , "The outcome is uncertain" , "Wavering, undecided" , "like Dr Jekyll at times?" , "where similar ideas may be foolish or clever" .)