Lola and Ron trained having continuing success (2,1,4)
I believe the answer is:
on a roll
'having continuing success' is the definition.
(I've seen this before)
'lola and ron trained' is the wordplay.
'and' means one lot of letters go next to another.
'trained' is an anagram indicator (to train can mean to grow something into a shape).
'lola'+'ron'='lolaron'
'lolaron' anagrammed gives 'ON A ROLL'.
(Other definitions for on a roll that I've seen before include "Having a run of good luck (colloq.)" , "Butter may be seen here" , "having a lot of luck?" , "thus far unbeaten competitor?" , "Where one lists people" .)