require-prof allows you to easily profile your Ruby project's imports:
irb -r require-prof -r <path to your code>
Then just run
RequireProf.print_timing_infos
to see the time breakdown of your requires in chronological order. Run
RequireProf.print_timing_infos_for_optimization
to see the time breakdown by amount of time spent.
If you set the environment variable RUBY_REQUIRE_PRINT_LIVE to 'true', require-prof will print out import timing information as it happens.