I know the debugger gem is not and never will be compatible with ruby 2.0 per "officially support ruby 2.X".
In the changelog of Ruby 2.0 is:
The debugger gem can be used but it still has issues.
Install byebug which was written for Ruby 2.0 debugging.
For breakpoints, use the byebug command in your code instead of debugger.
byebug
debugger