Absolutely this. I mean, you try a few of this these "long tail" queries and you eventually say "Fuck it!" I attempt these "long tail" queries (which to me, that term sounds like some shitty play-it-down excuse from Apple) weekly just to see if Apple is finally getting their act together in regards to Siri usefulness. I am consistently disappointed and never surprised and delighted.
I try to screenshot "Siri fails". Here are the last few in my screenshot album:
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"Open last screenshot" → "You don't seem to have an app named 'last screenshot' We could see if the App Store has it [App Store]"
"Share this with my wife" (Photo was open in Photos.app) → "I'm sorry Joe, I'm afraid I can't do that"
"When is the last time I exercised" → "Interesting Question, Joe"
"What year was this song recorded" (In Music app with song playing) → "Interesting question, Joe"
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We're living in a world where we can do more and more without using the screen as an interface. It's happening. I'm worried that Siri is a low priority product for Apple right now and they will soon be scrambling to play catch up if they aren't already.
EDIT: I'm hoping that Apple's recent buddying up with IBM allows for some of Watson's intellect to seep into Siri. Who knows, maybe in a future keynote we'll hear Tim say, "Ladies and gentlemen, Watson is coming to your Mac and iPhone!"