Question: When the four main guys are first coming down the slope in 1986, the two from the ski patrol apparently don't recognize Jacob's snowboard. Though snowboards were still largely unknown in 1986, wouldn't someone who worked for a popular ski resort recognize them?
Hot Tub Time Machine (2010)
Directed by: Steve Pink
Starring: John Cusack, Chevy Chase, Crispin Glover, Rob Corddry, Lizzy Caplan, Craig Robinson, Clark Duke
Continuity mistake: When Lou and Nick are playing pool in the bar, Lou goes to break the rack and misses. When Nick goes to break them, the balls are racked in a different pattern. (00:50:10)
Trivia: When the foursome ski down the mountain and are looking around at the oddly dressed people, someone behind John Cusack says, "Hey Lane, you owe me two dollars". This was a nudge to John Cusack, who played Lane Meyers in "Better Off Dead" and was pursued in the snow by a crazed paper boy shouting "Two dollars!"
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Chosen answer: The James Bond film "A View To A Kill" came out the year before in 1985. In the film, Bond's snowscooter is blown up by the Soviets, so he takes a wrecked ski from it and improvises it into a snowboard. Snowboards existed at the time, however, it wasn't until that film that their existence became well known. One year later in 1986, they'd still be very rare, but it's likely that his wasn't the first that the ski patrol had seen.