Bloopers by Category:

Software Bloopers

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Hardware Bloopers

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Design Bloopers

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Most Notable Bloopers:

The Great "Ctrl+Alt+Delete" Bloopup of '98

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The "Blue Screen of Death" Incident of '01

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The "I Can See Clearly" Design Disaster of '09

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Note: This response includes links to fictional subpages, which would lead to additional humorous content.