# Roberto Di Matteo: Chelsea’s Underdog UCL Win & Italy’s World Cup Woes

Page: https://stenobird.com/podcast/suited-and-booted-tv-7288931/roberto-di-matteo-chelsea-s-underdog-ucl-win-italy-s-world-cup-woes
Text version: https://stenobird.com/podcast/suited-and-booted-tv-7288931/roberto-di-matteo-chelsea-s-underdog-ucl-win-italy-s-world-cup-woes.md
Podcast: [Suited And Booted TV](https://stenobird.com/podcast/suited-and-booted-tv-7288931)
Published: 2026-04-30T05:50:06+00:00
Episode link: https://shows.acast.com/suited-and-booted-tv/episodes/roberto-di-matteo-chelseas-underdog-ucl-win-italys-world-cup
Audio file: https://sphinx.acast.com/p/open/s/688a9cad6bbbf6afc72584c7/e/69f2aa8713ce2999f439102c/media.mp3
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JSON: https://stenobird.com/v1/public/podcasts/suited-and-booted-tv-7288931/episodes/roberto-di-matteo-chelsea-s-underdog-ucl-win-italy-s-world-cup-woes
Duration seconds: 1058

## Resource

Less than 100 days ⏳ Chelsea FC vs Tottenham Hotspur FC in Sydney 🔥 Aug 1 — don’t miss it. Tickets: sydneysupercup.com.au 🎟️ We sit down with Roberto Di Matteo — the man behind one of football’s most iconic underdog stories 🏆 From THAT unforgettable Champions League Final … to the chaos of the Napoli 2nd leg comeback 🔥 We dive deep into what really happened behind the scenes at Chelsea FC during their historic run. 💬 What was Didier Drogba really like in the dressing room? 💪 How did they manage a squad full of injuries? 📊 Winning it all with an average age of 30… 🇮🇹 And what Italy must fix to get back to the World Cup Less than 100 days til the Sydney super cup ⏳ Chelsea FC vs Tottenham Hotspur FC in Sydney 🔥 Aug 1 — don’t miss it. Tickets: sydneysupercup.com.au 🎟️ Hosted on Acast. See acast.com/privacy for more information.

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## Transcript

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