Diller has accomplished a lot, but I'm not sure he's a Web mogul in the same way that he's a Hollywood mogul. He's a Hollywood legend and he had a stake in QVC, which turned out to be huge. But his online endeavors have been a touch confusing. Diller, Chairman and CEO of IAC/InterActive Corp., has put the company through multiple phases. Tracking IAC is downright difficult. Diller's IAC bought Ask.com in 2005 and set out to be a search giant. That didn't quite work out. IAC bought Expedia and then spun it out. Simply put, IAC is a mish-mash of properties.
Shareholder value? Don't count on it. IAC shares have recently surged, but over the last 10 years value has been hard to come by. You can find Diller's wheeling and dealing timeline at IAC's site. Diller is like a Web property day trader. What's harder to figure out is how these moves add up to anything.