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This is the one from 1990. It's traditional media; airbrushed acrylics on Strathmore board.
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This is the most recent, for the 2002 parade. This one is digital, mostly Photoshop with a smidgin of Illustrator for type and such. The file was huge, and when I added up all the layers for all the individual components, it was well over 1000. The scratch file was about 2 gigs...yikes!
These are a few snippets from the 2002 poster at actual printed size:
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Kermit
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Monopoly Man
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Clifford and other balloons and floats
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And here's Old St. Nick. Happy Holidays!