Monday, June 1, 2026

Oprah’s First Lindsay Lohan Episode: Who’s Paying for All This?

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The first episode of Oprah Winfrey’s Lindsay Lohan documentary series? A little dull. I sympathize with Lindsay. She’s out of rehab. She looks good. She’s trying to get her life in order. But she’s also living in the Gramercy Hotel, she has a driver, a sober coach, and an assistant who used to assist Steven Tyler. Who’s paying for all this? She’s also looking at really expensive apartments in Soho. Again, where is the money coming from? Does anyone have any idea? I sure don’t.

Lindsay spent all last summer in ritzy Malibu rehab. It was free, because Cliffside wanted the press. They even ran ads during Lindsay’s show tonight. Some rehabs were offering to pay Lindsay to stay with them, in addition to free services. The offers were around $10,000 a month. But Lohan can run through money with the best of them.

Now Lindsay is out. The first few minutes are interesting– she’s on the apartment hunt. But the show drags and drags. At the end of the hour she’s still dealing with the apartment, yelling at the broker. The assistant, Matt, is running around moving her hotel room because Lindsay says she can’t stay in the same room anymore.

From the previews, Lindsay starts yelling at Matt. She’s also wearing an oxygen mask in an ambulance. Maybe the story picks up. But as much as I like Lindsay and root for her, you have to wonder if we’re ever going to see the financial mechanism here.  If it’s Mr. Pink, or Vikram Chatwal, I hope they’re show up soon too.

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Roger Friedman
Roger Friedmanhttps://www.showbiz411.com
Roger Friedman is the founder and editor-in-chief of Showbiz411. He wrote the FOX411 column on FoxNews.com from 1999 to 2009 and previously edited Fame magazine and wrote the "Intelligencer" column at New York magazine. His bylines have appeared in The New York Times, The Washington Post, the New York Daily News, the New York Post, Vogue, Details, and the Miami Herald. He is a voting member of the Critics Choice Awards (Film and Television branches), and his movie reviews are tracked by Rotten Tomatoes. is articles have appeared in dozens of publications over the years including New York Magazine, where he wrote the Intelligencer column in the mid 90s and covered the OJ Simpson trial, and Fox News (when it wasn't so crazy) where he covered Michael Jackson. With D.A. Pennebaker and Chris Hegedus, he co-produced the 2002 documentary "Only the Strong Survive," which screened at Directors' Fortnight at the Cannes Film Festival.

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