To celebrate the 25th anniversary of Photoshop, CreativeLive asked eight Photoshop experts to try to complete a project in Photoshop 1.0. The video is funny, and it shows how far photo editing (and computing) has evolved over the past quarter-century.
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To me the challenge might be to get it running on a current Mac model, maybe with SheepShaver. I was able to use that to fire up version 5.5 (not CS 5.5) today on an early 2011 MacBook Pro running Yosemite. I seem to remember an Apple engineer friend who would brag about being able to open MacPaint 1.0 on a PowerPC when there was the Mac 68k emulator, but I can't remember whether that was maintained by Rosetta up through Snow Leopard or not.
You may like CloudPaint, which is a Web port of MacPaint: http://www.cloudpaint.com/imageeditor
To be fair, Mac OS 6 is responsible for many of Photoshop 1.0's limitations. The Mac OS, and personal computers in general, were still in their infancy back then; and it's amazing that a program like Photoshop was even conceived of. The fact that the Photoshop we know and love today is a direct descendent of Photoshop 1.0 says alot about the vision of its original creators.