Question: Does the photo at the end with Sy and the family actually happen or is this just Sy imagining what life could have been like with them?
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Chosen answer: This is mentioned on the DVD commentary - it's deilberately open ended so one can interpret it as either it's Sy imagining what he wants to happen OR it's what really happened.
Neil Jones
As Neil Jones said, the ending is open for interpretation. However, I think there is reason to believe that Sy imagined the photo. It shows him and the family outside of their house, all looking happy together. Would they want to take such a photo with Sy after the incident at the hotel? And before the incident, they were probably not close enough with Sy that he would be in a photo taken at their home. Him and no other guests/visitors.