Authorship :
Judges was written before David was king, as 1:21 mentions that Jerusalem is still inhabited by the Jebusites (David drives them out). The phrase "There was no king in that day" is also frequently mentioned, which implies that such a status is different than the one in the authors day; if so, that would place the writing during the reign of Saul. Further speculation could point the finger at Samuel, given his position at the time.

Outline :

Chapters 1,2 :
The first two chapters of Judges show that Israel did not obey the command to kill all the inhabitants of the land (Deut. 20:10-18); This initial disobedience provides the backdrop against which the rest of the cycles of sin in Judges are placed.