Former MTV VJ and the creator of podcasting, Adam Curry called in to answer Howard's questions about his Internet fortune.
Howard first asked if Adam was calling from his castle--Adam answered flatly: "No, my castle's in Europe."
Adam said the $3 million castle was really just 'castle-lite,' but it did sit on 32 acres in Antwerp, Belgium. He earned the money from the sale of an Internet advertising company during the dotcom boom: "An Internet advertising company. And I started that right after I left MTV and then sold it in 1999 just before the whole bubble popped. For like $450 million."
After selling the company, Adam invested in a helicopter company--right before the helicopter industry bottomed out: "After September 11th that was real popular."
At one point, he also invested $65,000 in AskJeeves.com and forgot about it until his lawyer called him with news of a windfall ("That went public and all of a sudden I had $150 million.")--and was the original owner of MTV.com. When he left the company, MTV tried to sue him for copyright infringement.
The case failed and MTV paid up: "Eventually we settled out of court."
Howard Gets a $100 Million Podcast Offer
Adam said he now runs a profitable podcast company and had an offer for Howard: "I know it would be a pay cut, but we would guarantee first year $100 million."
Howard was taken back, and Adam laughed: "I talked to Don [Buchwald] about this 10 years ago. He hung up on me."
Adam hoped they could strike a deal, as he's about to lose half his fortune--and his castle--to his wife: "We're separated."
Howard promised to consider it.