The worst gent for upsetting supportive person (5,2,8)
I believe the answer is:
tower of strength
'supportive person' is the definition.
I know nothing about this answer so I cannot tell whether this works.
'the worst gent for upsetting' is the wordplay.
'upsetting' indicates anagramming the letters.
'the'+'worst'+'gent'+'for'='theworstgentfor'
'theworstgentfor' is an anagram of 'TOWER OF STRENGTH'.
Can you help me to learn more?
(Other definitions for tower of strength that I've seen before include "One's extremely dependable when needed" , "one you can depend on" , "one pulling a lorry by rope?" , "person to be relied upon" , "Powerful tractor" .)