3. Macworld Expo Boston — August 6, 1997
Nothing epitomizes the modern Apple more than Steve Jobs’s return to the company. But his first keynote upon that return, during 1997’s Macworld Expo Boston, wasn’t an unqualified success. Microsoft’s Bill Gates loomed, Big Brother-style, over the proceedings, thanks to the $150 million deal that would ensure Apple’s solvency for a little while longer. Given the shift in Apple’s leadership, no products were announced at the 1997 keynote—it wouldn’t be until almost a year later that Steve Jobs’s return was really felt, with the release of the iMac.