In the late 1990s, Microsoft made its largest private equity investment outside of telecom—a $400 million bet on VerticalNet. Blair La Corte shares the behind-the-scenes story of how alignment, timing, and even a bit of fear shaped one of the biggest moves of the dot-com era. It wasn’t just about technology or scale; it was about understanding what your partner needs in the moment and being ready when opportunity strikes.
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