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Ruby 1.8.5 has been out for a couple weeks and broke Binding.of_caller and Rail's breakpointer. I'd promised I'd provide a workaround, and I finally wrapped it up.

I've just released call_stack: backtrace data and 1.8.5-safe breakpoint/Binding.of_caller, which provides an alternative Binding.of_caller implementation and some additional functionality to obtain backtrace information (the "call stack"). You can override a pre-existent binding_of_caller.rb by loading breakpoint185.rb:

 ruby -rbreakpoint185 myapp.rb

Here's how you'd use it with Rails' breakpointer:

1. put the breakpoint calls in the code you're inspecting, as usual
2. start the "breakpointer" as usual with script/breakpointer
3. run the application with ruby -rbreakpoint185 script/server