Ive seen kiruv organizations in work and in situations that were not like the idealic situation its portrayed to be.
Are you really going to tell someone who comes to you with their pregnent non-jewish girlfriend to break up with her
Are you really going to tell someone whose father is jewish, that they are not jewish (And cause a big scene at an event, Ive seen this happen)
And there are worse situations where parents support the children and have certain expectations and those expectations might be against the torah (Like a Siblings wedding to a non-jew on Shabbos (Ive seen that one and the person becoming more religious is not in a position to take a certain stand))