Bridging Visa on Working Holiday Visa

So my Working Holiday Visa (462) runs out on October 30th, I've already done my farm work so im planning on extending, and my question is, when should I do this? I was thinking on applying from Australia, but how does the bridging visa work? Should I apply on ,let's say, October 20th, and then I will get a bridging visa sent to my mail until my second WHM gets accepted? how does that process work?

Also, I've been working for a restaurant since April and by October 21st it will be 6 months, do I have to stop working for them? can I work for them again on my second WHM or Bridging visa?