Well the next three areas will be done in probably the next progress check or two. But if you are wondering when the full game will be done then it will be about three more areas before I am done possibly more if I want to add more depth to the story or simply want to make the game bigger but anyways hopefully I will be finished before the end of the year.
Im assuming you mean the worm guy. Well you can find him in Selthero's Den and instead of going down the rope, simple go to the right and you will find a small cave. Olive is super easy to defeat and he is one of those characters that sort of has no stat limits as long as you have the gold to pay for all his training. On top of that if you get his relationship high enough he will open up a shop.