A tradesman has trouble occupying a high position (6)
I believe the answer is:
tailor
'a tradesman' is the definition.
The definition and answer can be both people as well as being singular nouns.
Maybe there's a link between them I don't understand?
'trouble occupying a high position' is the wordplay.
'trouble' becomes 'ail' (synonyms).
'occupying' indicates putting letters inside (inserted letters occupy or enter the word).
'a high position' becomes 'tor' (I am not sure about this - if you are sure you should give a lot more credence to this answer).
'ail' going inside 'tor' is 'TAILOR'.
'has' acts as a link.
Can you help me to learn more?
(Other definitions for tailor that I've seen before include "fitter" , "Maker of clothes, men's mostly" , "One makes suits etc. to measure" , "Maker of fitted clothes" , "Rialto (anag) -- adjust to a specific need" .)