Troubled lad we care about, tired of life (5-5)
I believe the answer is:
world-weary
'tired of life' is the definition.
(I've seen this before)
'troubled lad we care about' is the subsidiary indication.
'troubled' is an anagram indicator.
'care' becomes 'worry' (**).
'about' is an insertion indicator.
'lad'+'we'='ladwe'
'ladwe' with letters rearranged gives 'ldwea'.
'ldwea' inserted into 'worry' is 'worldweary'.
(Other definitions for world-weary that I've seen before include "Bored with life" , "Tired of life" , "Fulsomely fatigued" .)