Barry Diller

Executive Chairman of the Board & Senior Executive, Expedia

Search every verified Barry Diller interview, podcast appearance, and on-the-record quote — each transcript cross-checked by AI and human review to confirm speaker identity. Barry Diller, chairman and senior executive of IAC, has been discussing business, technology, and the political landscape in several recent appearances. In a September 2025 interview with the Wall Street Journal, Diller said he initially adopted an open-minded approach to the Trump administration after the 2024 election, but stated he no longer remains that way. He described mass tariffs as "a fool's game" and said that business leaders who depend on the government for their activities "cannot be opposed to that government," calling it an "unfair hit" when such leaders are criticized for not speaking out. Diller also said that if Jeff Bezos were to oppose the administration while competing with Elon Musk in space, "it would be insane." In other appearances, Diller reflected on his career and the role of technology. On a podcast in April 2025, he said "success teaches you nothing" and that his primary driver is curiosity. Speaking at Expedia Group's Explore 26 conference in May 2026, Diller said he does not want to be led by "tech lords" and that the AI revolution is an "accelerant" for the travel industry. He praised Expedia's current leadership team, led by Arion, as "first rate."