Inspects house, giving set of questions to disheartened occupier (8)
I believe the answer is:
surveyor
'inspects house giving set' is the definition.
I can't tell whether this definition defines the answer.
'questions to disheartened occupier' is the wordplay.
'questions' becomes 'survey' (I can't justify this - if you can you should believe this answer much more).
'to disheartened' says to hollow out the word (remove centre letters) (the middle or heart is removed).
'occupier' with its middle removed is 'or'.
'survey'+'or'='SURVEYOR'
'of' is the link.
Can you help me to learn more?
(Other definitions for surveyor that I've seen before include "Very sour kind of land inspector" , "Building inspector" , "Land or building measurer" , "Engineer who provides map-making data" , "One examines" .)