Hey catching up here after a couple of days!
It sounds like you aren't using custom stat weights. The defaults are for just 1 setup, like stats listed in guides. You definitely will want to run a custom 'gearing strategy' on Ask Mr. Robot - when you do that, it also simulates every single item with a proc at various iLevels. Then that info gets bundled in with the stat weight report so that all trinket lists, etc, are custom to you AND ranked directly from simulations.
If you try it again, let me know how the results turn out. Here's a short guide on how to do that. http://i.imgur.com/r2gpuBW.jpg (also tagging @S3nsenmann in case you haven't seen the guide yet).
@Fharlion, You also said it's questionable? If you know of a bug, hit me up and I will get it fixed right away.