Sad although loaded with benefit money? (7)
I believe the answer is:
doleful
'sad' is the definition.
(thesaurus)
'although loaded with benefit money?' is the wordplay.
'although' becomes 'ful' (I can't justify this - if you can you should give a lot more credence to this answer).
'loaded with' means one lot of letters go next to another.
'benefit money?' becomes 'dole'.
'ful' put after 'dole' is 'DOLEFUL'.
Can you help me to learn more?
(Other definitions for doleful that I've seen before include "Lugubrious" , "Showing great melancholy" , "Miserable" , "Dismal" , "Mournful" .)