Successfully complete the game.
Play the "Through The Glass Flooring" level in the Red Wing section. Collect all of the batteries, then walk past the robot with a laser which blocks you from bringing any objects to the end. Jump on the conveyor belt or the wooden planks below then search for a passage to get back up. You will find a painting of a boy sitting on luggage in that path back up. Examine the painting and switch between all four dimensions. Although the same painting can be found before this point, you will not have access to all the dimensions and therefore cannot use it then to earn "Art Major".
Play the "Choose Wisely" level in Red Wing. When you select a battery at the beginning, IKE will appear behind the glass panel next to the door you started at. Break the glass panel that IKE is standing in front of (the right side) and it will knock him down. Note: If you break the left side panel, IKE will disappear.
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Select the "Do A Thing" text that lights up on the top right corner of the main menu after the game has been completed.