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Jack Sparrow
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Is this supposed to be some kind of joke or something?

That's been my thought all along. I think Billy is going to be fired if they both survive their trip to Westworld and will be in no position to ever become a "titan of industry". Logan, on the other hand, stands to inherit the family business which we already know is rich enough to consider buying the park.

I never liked that theory because we could see the photo as it was being passed to Bernard and the right side was blank then too. It would have been better if they had used two photos, one with an unidentifiable third person as we see if being passed and then one with only two people as Bernard is looking at it.

My money is on the new host being a replacement for Charlotte to get a more favorable report to the board and to reverse Bernard's firing.