One of the last to go in, kind welcoming trouble (4-5)
I believe the answer is:
tail-ender
'one of the last to go in' is the definition.
(cricket term)
'kind welcoming trouble' is the wordplay.
'kind' becomes 'tender' (I've seen this before**).
'welcoming' means one lot of letters goes inside another (in sense of 'inviting in').
'trouble' becomes 'ail' ('ail' can be a synonym of 'trouble').
'tender' enclosing 'ail' is 'TAIL-ENDER'.
(Other definitions for tail-ender that I've seen before include "Last cricketer in" , "Last man" .)