Expedia, every mention

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every year anyone Ben Gilbert 20Dara Khosrowshahi 6Brad Gerstner 6David Rosenthal 2Steve Ballmer 1

Verbatim, from the transcripts: the passages where Expedia comes up

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Google Part III: The AI Company. Google is amazingly well-positioned... will they win in AI? (Audio) · Acquired Oct 6, 2025 · 1 mention

  • ▶ 3:45:14 Ben Gilbert I'm no longer searching on Google for things that are going to land Expedia ads in my face.

The Steve Ballmer Interview · Acquired Jun 2, 2025 · 1 mention

Uber CEO Dara Khosrowshahi · Acquired Jun 13, 2023 · 20 mentions

  • ▶ 2:23 Ben Gilbert So this is a candid conversation that dives into moments like buying Expedia right when night 11 happened, how he first met Barry Diller at Allen & Company, and what the financial mechanics are actually like of replacing Uber's entire…
  • ▶ 3:36 Ben Gilbert Appreciate you, uh, swinging by the home studio on your way home from Expedia board meeting.
  • ▶ 3:49 Ben Gilbert Actually, Expedia is a good place to start.
  • ▶ 3:51 Ben Gilbert For folks who don't know about your pre-Uber background, you were the CEO of Expedia from 2000 and four to 20 17.
  • ▶ 4:14 Ben Gilbert In Expedia, you took it private.
  • ▶ 4:17 Ben Gilbert It was at Microsoft with Rich Barton.
  • ▶ 4:18 Ben Gilbert He spun it out.
  • ▶ 4:19 Ben Gilbert It went public.
  • ▶ 4:20 Ben Gilbert You made a bid to take it private.
  • ▶ 4:32 Dara Khosrowshahi and we bought Microsoft controlling stake and Expedia was a public company, but we had a control position.
  • ▶ 4:51 Ben Gilbert The term sheet was signed for IAC to buy Expedia
  • ▶ 6:12 Dara Khosrowshahi I can't imagine that if you're at the company, everyone's like, what's
  • ▶ 6:18 Dara Khosrowshahi Companies thrive on certainty, on kind of rhythm, et cetera, and it was a tough macro position to be in, and then the micro position of what's going to happen at Expedia.
  • ▶ 19:19 Ben Gilbert All right, so we're gonna catch back up to that Expedia era.
  • ▶ 19:42 Ben Gilbert When you're on the Expedia side of things,
  • ▶ 19:53 Dara Khosrowshahi Booking was an execution machine, and their focus, when we talked about focus, was hotels, hotels, hotels, and Expedia was much more, it started with air, right, and hotels was to some extent secondary, and so I think one of the lessons is…
  • ▶ 20:35 Dara Khosrowshahi The other area was that Expedia was probably more focused on building demand, kind of consumer demand, brand, et cetera.
  • ▶ 35:29 David Rosenthal How has the complexity of Uber relative to Expedia matched up with your expectations coming in?
  • ▶ 35:52 Dara Khosrowshahi It is like Expedia, travel agency, you're bringing demand to your supply base, et cetera.
  • ▶ 36:07 David Rosenthal And also Expedia, you weren't providing the service.

Benchmark Part I · Acquired Sep 28, 2022 · 1 mention

  • ▶ 1:50:23 Ben Gilbert Rich famously started Expedia by spinning that out of Microsoft and then started Zillow where Benchmark was an investor and Rich for a long time was a venture partner with

Amazon.com · Acquired Aug 16, 2022 · 2 mentions

  • ▶ 39:55 Ben Gilbert This is the Rich Barton story with Expedia.
  • ▶ 40:08 Ben Gilbert The way Expedia ended up happening is Rich basically said, hey, this online travel agency thing needs to happen.

Altimeter (with Brad Gerstner) · Acquired Mar 15, 2022 · 10 mentions

  • ▶ 2:28 Ben Gilbert He led the SPAC that took Grab public in Southeast Asia, and he is widely known as one of the most knowledgeable people in the world on the business of online travel after his involvement in Expedia, Orbitz, Uber, and many others.
  • ▶ 23:40 Brad Gerstner Uh, that would power Expedia, Travelocity, Yahoo, others who were selling travel.
  • ▶ 24:33 Brad Gerstner So, Expedia launches, you know, a cruise or a vacation package booking engine, and the next day a lot of people are actually buying it, and we're kind of the Shopify, if you will, inside.
  • ▶ 24:43 Brad Gerstner And so, Rich Barton, who ran Expedia, said, hey, we want to buy the business.
  • ▶ 24:57 Ben Gilbert And to be clear, this is pre IAC buying Expedia.
  • ▶ 25:26 Brad Gerstner Between, um, October of 2000 and May of 2001, uh, we put together a deal where USA Networks would be renamed IAC, bought both NLG, uh, and Expedia.
  • ▶ 37:50 Brad Gerstner And, you know, Jay had a relationship with Rich from his days at Expedia.
  • ▶ 38:03 Brad Gerstner It was a special collection of people out of Expedia led by Rich and Lloyd.
  • ▶ 56:32 Ben Gilbert And so, you know, you've got Expedia, you've got Priceline.
  • ▶ 1:00:14 Ben Gilbert It's famously hard to start an OTA these days, because what, you're gonna compete against Expedia, bidding on the traffic from Google?
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