Awesome, I'm looking forward to getting the chance to hear the Orpheus, even though I'll never get to own it. I heard the Orpheus 2 and/or Hifiman's Shangri-La was there last year, so maybe someone can at least do a by-memory comparison of those to the HE-1 - though from what I gather, nothing beats the 'real thing'.
At CanJam 2015 I had the opportunity to try a mainstay of Sennheiser's headphones - I got the basic gist of the sound signature of each, however IIRC their rig consisted of just a laptop as a source with an amp... DAC-less, which IMO didn't properly showcase the potential of their line-up. Sennheiser hopefully you can also use a good DAC this year for your 'regular' headphones.
I am *certain* they will use a dedicated DAC at SoCal CanJam, probably their own unit, but one way or another it'll happen.