So I found this link. A way to reset the debugger to some degree:
1. Close XCode
2. Delete the $project/build/*
3. Delete /Developer/Platforms/iPhoneOS.platform/DeviceSupport/4.2.1
4. Restart XCode
5. Go to organizer and agree to let it download "collect" what it wants (symbols) from the device
6. In Organizer, again right click -> Add device to provisioning portal
Doing this I now have a project which ignores breakpoints and/or NSLog statements about 10% or so of the time - which is almost tolerable. I set a breakpoint at the start of the project - if it doesn't stop I just restart it.
Its really hard to imagine what these folders have to do with NSLog and breakpoints...
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