Simple fellow has succeeded in becoming a prairie dweller (9)
I believe the answer is:
plainsman
'a prairie dweller' is the definition.
'plainsman' can be an answer for 'dweller' (plainsman is a kind of dweller). I'm not certain of the 'a prairie' bit.
'simple fellow has succeeded in' is the wordplay.
'simple' becomes 'plain' (associated in meaning).
'fellow' becomes 'man' (fellow can mean a man).
'has' is a charade indicator (letters next to each other).
'succeeded' becomes 's' (genealogical abbreviation).
'in' is an insertion indicator.
'plain'+'man'='plainman'
'plainman' going around 's' is 'PLAINSMAN'.
'becoming' is the link.
Can you help me to learn more?
(Other definitions for plainsman that I've seen before include "someone living outside?" , "person on the level?" .)