
“It's 1995, and the high school sophomore is sprinting through a programming contest at the University of Northern Arizona. Frankel, 16, is so far ahead of his nearest competitor that, just for yucks, he decides to write a little "fork bomb" -- a program that splits itself repeatedly until it swamps a computer system. He uploads it, and one by one the machines around him crash. As administrators scramble, he sits in guilty silence, then finally confesses to a frazzled systems engineer ……Frankel wins anyway. “- Timedigital.com
After dropping out of University after two quarters he went home in and spent his time in a 8ft by 12ft room on the computer and listening to music, he started coding one day trying to make a media player with features that no other player had that he wanted, and in 1997 Winamp 1.0 was born. He released the shareware under the moniker he created in high school, Null soft. (The company's name is a parody of Microsoft, from the fact that null (nothing) is smaller than micro). The media player quickly gained popularity and in a year and a half about 15 million people had downloaded the media player. It was a huge success. He was receiving about $8,000 a month just on advertising alone and a percentage of the people had sent in the $10 shareware optional fee. By this time Frankel was getting in tens of thousands of dollars each month. Despite the success Frankel was no sell out. A deal with a pharmaceutical company interested in using Winamp in presentations fell apart because of the fact that he refused to take out the media player’s tag line “Winamp whips the llama’s ass”.

AOL took notice of the popularity of Winamp and Shoutcast and in June 1999 they acquired Nullsoft for $100 million dollars from Frankel. At the same time he was then hired by AOL to further develop Winamp and Shoutcast and was given full control of the development, but this control would lead to rough times.

Frankel while sitting at his cubicle came across Napster, a file-sharing program that was cleverly created by 19 year old Shawn Fanning. Frankel thought to himself "how the hell are they going to keep from getting sued" as Napster stored all their "data" (mp3's) in a centralized location."When Hail to the Thief leaked on the Internet," Frankel says, "I was like, 'Right on!' But I still bought the CD. I think it's wrong to download music and ne

Napster's downfall was that it stored all the music that was being shared in company computers. Napster was capitalizing from copyright infringement and was in the path to legal prosecution by Time Warner. Fra

AOL kept him on "a very short leash," after that. They steered him away from interviewers and encouraging him to focus on Winamp the software they ad paid him for. Not surprisingly, he acted out. In August 2000, he uploaded an MP3 search engine. AOL took it down. The next month, he uploaded program called AIMazing, which would replace the banner ads in AOL's Instant Messenger. Frankel called it nothing more than "a cute innovation." The Wall Street Journal called Frankel "AOL's loose cannon."... "We fought off the AOL bullshit as much as possible," Frankel says. When the company tried to insist that an AOL icon instantly appear on a user's desktop during a Winamp installation, Frankel hit the roof. "I'd be like, 'Look, our users don't want to use AOL!' " he says. " 'They think AOL sucks!'"
While AOL's mediaplyer Winamp lost popularity to that of Windows Media Player and RealPlayer Frankel started coding a new kind of software called Waste: a "private workspace," as he calls it, that allows small groups of friends to trade files without being as conspicuous as those on the larger peer-to-peer networks, they are sometimes called darknets and are hard to get into because you cant get in unless you are invited. The most skilled hackers; or recording-industry rats, would have trouble figuring out when or where a Waste system is running.
This time around, Frankel tried to do it the correct way by trying to pitching Waste to AOL, instead AOL pushed it to the side and left it there. Frankel got fed up and on May 28th, 2003, four years to the date that he was acquired, Frankel rebelled again, uploading Waste as a way to force AOL to deal with it, and him. But once again AOL took the program down.
AOL watched Frankel very closely after that, taking down other projects that he tried to release to the public, including an MP3 search engine and a patch for AIM calle AIMazing to block advertisements in the application. Frankel stayed with AOL in order to complete Winamp version 5.0, a hybrid of the Winamp v2.x series and Winamp v3. On December 2003 AOL shut down Nullsoft's San Francisco offices and laid off 450 employees.
Frankel announced his resignation from AOL on Januarry 2004 on his blog.
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