- Bought on-line search engine Ask Jeeves for $1.9 billion. (March 2005)
- Owns LendingTree.com and RealEstate.com, which provide mortgage and property listings for the residential real estate market.
- Throughout his career, he had mentored people who would later become big-time media and internet executives, including Michael Eisner, Jeffrey Katzenberg, Don Simpson, Dara Khosrowshahi, Dawn Steel, and Garth Ancier.
- Barry Diller has been nominated 8 times as a producer for the Tony Award, winning twice: in 2016 for "The Humans", and in 2022 for "The Lehman Trilogy"(both for Best Play). His other nominations: 2017 for "A Doll's House, Part 2"(Best Play); 2018 for "Eugene O'Neill's The Iceman Cometh" and "Edward Albee's Three Tall Women"(both Best Revival of a Play); 2018 for "Carousel"(Best Revival of a Musical); 2019 for "Gary: A Sequel to Titus Andronicus"(Best Play); and 2022 for "The Music Man"(Best Revival of a Musical).
- Former chairman of Paramount Pictures. Credited with creating Fox Television Network.
- In 1996, Diller's IAC/InterActive Corp, acquired Savoy Pictures Entertainment Inc. when the film production/distribution company faced major financial setbacks in 1995. The deal was finalized in 1997.
- Owns USA Networks and its interactive subsidiaries.
- Owns Match.com.
- Stepfather-in-law of Russell Steinberg.
- Stepfather of Tatiana von Fürstenberg.
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