Dean Holdsworth Kidnapped By Sam Hamman

Dean Holdsworth joins us this week, taking us inside the madness of the Crazy Gang and the sheer brilliance (and chaos) of eccentric owner Sam Hammam, who once famously “kidnapped” him to get a deal over the line. Starting out at Watford alongside his brother David, Dean recalls their early days winding up the formidable youth team boss Tom Walley. But after struggling to break into the first team, his journey took an unexpected turn including the bizarre moment he ended up in another club’s team photo… without ever signing for them. Fast forward to the peak Crazy Gang years, and Holdsworth was flying, going toe-to-toe with the likes of Shearer, Ian Wright and Teddy Sheringham in the race for the Golden Boot. Add in stories of chaotic pre-seasons, a team bus being burned down, a terrifying knife incident at Goodison Park, and plenty of classic Vinnie Jones antics, and Holdsworth brings to life what it truly meant to be part of Wimbledon’s most infamous era. After it all, he reflects on his time at Bolton and his later role as chief executive, where he helped save the club from the brink of administration, only for things to turn sour in dramatic fashion. This show is sponsored by Talksport Bet Get £40 in FREE BETS at when you bet £10 18+ gambleaware.org T&Cs apply 🌏Get an exclusive NordVPN deal here → This is risk-free with Nord’s 30-day money-back guarantee! Learn more about your ad choices. Visit podcastchoices.com/adchoices

You can listen to Dean Holdsworth Kidnapped By Sam Hamman online on Radio and Podcast. Open the player on this page to stream the available audio.

Dean Holdsworth Kidnapped By Sam Hamman is an episode from Undr The Cosh by Undr The Cosh Ltd.

This episode is 110:54 long.

This episode was published on Apr 6, 2026.

Yes. Use the heart button on the episode page to add it to your favorite episodes list.

Yes. This page shows related episodes from Undr The Cosh when more episodes are available from the podcast feed.