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Hello, so in both InDesign and Illustrator I am having trouble with resizing images, in Indesign I am pressing shift and clicking to resize and its just cropping it. In Illustrator after a certain resize size it does not allow me to resize anymore and it also is not allowing me to move the object.
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With InDesign and Illustrator, it works better if you place your cursor at the corner anchor point, then press the Command+Shift (Mac) or Control+Shift (Windows) keys down and then hold down the mouse button to rescale the graphic. That should allow you to scale your art proportionately, consistently, with a minimum of muss and fuss.
Hope this helps,
Randy
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Just to clarify...
InDesign: hold down the Cmd- or Cntl-Shift keys to resize frame and image.
Illustrator: hold down Shift key to resize image and mask (frame).
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You can also use the fitting with the right mouse click. See below.
Using these shortcuts, you can adjust the image in the frame using the settings, cropping, and positioning.
~Mark Fortney