Market Madness is the ultimate football podcast for fans who want to go beyond the headlines and into the stories that shape the transfer market. Each episode will feature football insiders along with high-profile guests, including current and former players, coaches, and top media personalities – bringing fans stories you won't hear anywhere else. From untold transfer sagas to inside-the-dressing-room revelations, we break down the latest news with exclusive expert analysis and first-hand accounts. Market Madness is your go-to podcast for everything football – and everything behind the deal.
Ben Jacobs Mailbag: The Truth About JJ Gabriel's Man Utd Future | Tuchel and England with Henry Winter
Kate Mason and Ben Jacobs are live with another edition of Market Madness, as the Premier League pauses for the international break after a record-breaking summer transfer window.
Henry Winter joins us to review the Premier League so far. He covers Manchester City's perfect start under Enzo Maresca and the impact of Elliot Anderson and Enzo Fernandez, Alexander Isak's revival at Liverpool, Arsenal's first defeat of their title defence, and Tottenham's struggles after a £300m summer. Plus, he looks ahead to England's Nations League opener against world champions Spain at Wembley, and whether Morgan Rogers has done enough to start.
Ben also delivers the latest breaking transfer news, answering your questions in his weekly mailbag, including:
The latest on the futures of Roberto De Zerbi, Michael Carrick and Martin O'Neill at Celtic
Could any Premier League clubs dip into the free-agent market?
Is Igor Matanovic heading to Man Utd or Spurs in January?
What's next for JJ Gabriel?
All that and more on Market Madness.
8 Sept 2026
Ben Jacobs Mailbag: Arsenal to Return for Alvarez? + Every PL Club's Transfer Window Ranked
Olivia Buzaglo and Ben Jacobs are live with a transfer window review special on Market Madness, ranking every Premier League club's summer business from Excellent to Disaster.
The Guardian's Jamie Jackson joins us to go through all 20 clubs one by one, giving his verdict on who won the window and who's got work to do.
Ben also delivers the latest transfer news, answering your questions in his weekly mailbag, including:
Jadon Sancho, Karim Benzema, Dani Carvajal and Yves Bissouma remain without a club, is there any concrete interest?
The latest on Carlos Baleba's injury and when he could make his Man Utd debut
Is Viktor Gyokeres facing issues behind the scenes at Arsenal, and could he move on in January?
AC Milan reportedly preparing a move for Endrick, could Premier League clubs get involved?
Will Arsenal go back in for Julian Alvarez in January?
All that and more on Market Madness.
2 Sept 2026
Deadline Day Updates: Man Utd Late Deal, Mudryk & Enzo Latest + Vardy Next Club
Olivia Buzaglo and Ben Jacobs are live for part two of today's deadline day special, as the window edges ever closer to shutting.
Ben brings the very latest as deadline day reaches its final hours, including the latest on Manchester United's pursuit of Louis Page, who could come in as Chelsea's replacement for Enzo Fernandez with Bergvall, Zubimendi and Gibbs-White all in the frame, and whether Arsenal could still pull off a surprise late move.
He also runs through the latest on a possible late Liverpool winger addition, whether Tottenham's business is done after Tosin Adarabioyo and Mykhailo Mudryk, what more could be coming from a busy Hull and Ipswich, and where Jamie Vardy could end up before the deadline.
All that and more as deadline day draws to a close, on Market Madness.
Who has been a guest on Market Madness
Names identified in recent episode analyses. Showing up to five guests.
George Sessions
Macclesfield owner
Fabrizio Romano
Leroy Rosenior
Enzo Fernandez
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
YouTube views
4,147,584
Score snapshot 15 Sept 2025
Spotify
5.0 / 5
6 ratings
Podcast Authority Score: 58 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
65
Social presence
0
YouTube
93
Engagement
32
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Guest appearances
Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
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