Parents are concerned that children who have trouble in school will 'fall through the cracks' in the school system. [=will not be given the help they need; will graduate without anyone noticing that they are unable to do the work]
The program is meant to help workers who may have 'slipped through the cracks' [=who may have not been included in other programs] because of their age.
You ought to 'get cracking' [='get going; get moving'] on that assignment. [=you should start working on that assignment right away]
(..) Does this thing end? I'm sorry to keep you waiting. Oh, don't worry. It's been just terrific spending my entire day with your crack team. Well, it's all down to this. This is an insurance company requirement. It states that you're aware that the game exists, that you're (..)1997 The Game