It doesn't need kicking. Well, it does, but it won't help you!
What other conditions are applicable for that quest? A particular type of BOSS? A particular type of REWARD? Anything other than a bandit lair?
(I'll have my CK in operation shortly, I'll check the Quest and the SM Event Node to see what - if anything - I can see. Is almost always a conditions which looks random, but isn't though)