Offset the path
The hardest thing while calculation pocketing is to offset the path. It's really hard to be calculated and often gives bad result. For simple paths offset could be easier and for them you could try to use Gcodetools axiomatization. But this path is really bad one, so we'll better offset it by hand.
There are two ways to create offset in Inkscape. First dynamic offset - it fast but nasty. Other doing offset one by one using Path->Inset (Ctrl+"(") and Path->Outset (Ctrl+")"). This way gives more clear offset.
So lets start.
First press Ctrl+Shift+P to open preferences dialog. Go to Steps section.
We'll need to configure Inset/Outset value.
If we use 0.125 inch cutter first offset should be at 0.0625 inch it is exactly 5,625 px. 1inch = 90 px
Insert 5.625 to Inset/Outset value. Do not close the dialog we'll need it in some seconds so just make it smaller.
Select the path and press Ctrl+"(". You'll see that path has been offsetted. We've made our first cutting path.
From now we can increase offset step up to 0.125in or 11.25px. But we can use smaller value from the one side it would increase loops number, but from the other we'll get better cut.
Let's use 10px as offset step. So enter 10 into the preferences dialog.
Select the path and make a copy of it by pressing Ctrl+D.
Then create new offset by pressing Ctrl+"(".
Continue pressing Ctrl+D and Ctrl+"(" until path disappears.
You should see something like this:
If you see some errors you can try just change the offset step a bit, for example from 10 to 10.1 px
Proceed to other paths:
Text has many thin places and corners so I recommend to do all offsets using 5.625 offset step.
To male map's line more sharp I recommend to live one copy unoffsetted path. It would make the line thicker but more accurate.
As we have left original path we can start with 10px offset step.
We can cut the circles as is.
Finally the path is ready
It took me about 5 min to create the path and 2 hours to write it all down . Probably it would take you longer to reed this path than do it yourself .