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If you throw one object at him for 1 hour nonstop, then you will receive 50 coins
If you earn coins and buy new stuff to complete the challenges, and the checklist you win!
You must have enough coins. (More and more items will be added every few updates)
You have to hit the Jerk's face with the fan.
To get the hands on head taunt in Office Jerk you have to miss with everything you start off with plus the fan, and the scoreboard.