I think it was around $1.4B, not $100M -- https://en.wikipedia.org/wiki/Broadcast.com
From that article: "After the IPO, the company was worth $1 billion, Mark Cuban was worth $300 million" (obviously a little more than the $100m I thought)
Cuban's position was worth more on paper at its peak before the Yahoo acquisition. Broadcast.com was acquired for $130 per share, the high that year before the acquisition, was $144 per share.
Prior to the acquisition, the stock was trading at $118. Yahoo only paid a 10% premium. Cuban was worth over a billion dollars before the acquisition.
https://www.cnet.com/news/yahoo-broadcast-com-sizzle-after-d...