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Business

Matt Damon, David Letterman in ‘blink and you’ll miss it’ cameos in ‘The Gilded Age’ season premiere

Marcus Chen
Marcus Chen
Marcus Chen
Managing Editor · St. Paul, MN

Marcus manages the day-to-day editorial workflow across all brands, coordinating coverage assignments and ensuring editorial standards are met. He previously served as city editor at the Pioneer Press and holds a degree in Political Science from Carleton College.

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Managing Editor · Monday, November 2, 2026 at 6:22 PM · 1 min read
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Matt Damon, David Letterman in ‘blink and you’ll miss it’ cameos in ‘The Gilded Age’ season premiere — Windermere Business news

Eagle-eyed viewers of “The Gilded Age” may have caught a brief glimpse of two entertainment powerhouses. Read more trending news When the fourth season of the HBO series premiered on Sunday night, some fans noticed two familiar-looking gentlemen crossing a street together.Deadline reported they were none other than Matt Damon and David Letterman. Letterman looked mostly like himself with his white bushy beard, but with an added bowler hat to tie his all-black ensemble together. Damon may have been a little more difficult to recognize under his top hat, because he sported sideburns and a fuzzy mustache.“Neither character utters a word, but they look like serious businessmen on their way to close some major deals for buckets of money,” Deadline wrote.So why were they there?It was an art-imitates-life moment. Damon is appearing on Letterman’s “My Next Guest Needs No Introduction” show, and part of the episode ties in with “The Gilded Age” appearance, Deadline explained.The Oscar-winning a

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