Person who tracks disreputable bunch capturing lady's heart (8)
I believe the answer is:
shadower
'person who tracks disreputable' is the definition.
The definition suggests a singular noun which matches the answer.
'bunch capturing lady's heart' is the wordplay.
'bunch' becomes 'shower' (I am not sure about this - if you are sure you should give a lot more credence to this answer).
'capturing' means one lot of letters goes inside another.
'heart' says to take the centre.
The middle letters of 'lady' are 'ad'.
'shower' enclosing 'ad' is 'SHADOWER'.
Can you help me to learn more?
(Other definitions for shadower that I've seen before include "One follows and observes secretly" , "Trailer" .)