I believe the debugger is broken in Ruby-2.0, and you should use byebug instead. There are pry wrappers for byebug - https://github.com/deivid-rodriguez/pry-by

I believe the debugger is broken in Ruby-2.0, and you should use byebug instead. There are pry wrappers for byebug - https://github.com/deivid-rodriguez/pry-byebug https://github.com/deivid-rodriguez/pry-byebug - maybe that'll work?