How do I generate .dSYM for MonoTouch app in Simulator?-Collection of common programming errors

This is unfortunately not possible, because in the simulator we JIT managed code. This means that it is not possible to know before executing the process where methods will be in memory, and Instruments doesn’t support the required mechanisms for MonoTouch to inform about JIT’ed methods at runtime [1].

[1] See last comment on the response here: Is it possible to notify DTrace on Mac OS X of dynamically generated code?