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It Was What It Was : The Football History Podcast

Spurs '91: Gascoigne, Gold, and the FA Cup with Ewan Flynn

It Was What It Was : The Football History Podcast

The Overlap

History, Rob Draper, Jonathan Wilson, Football, It What Was What It Was, The Overlap, Football History, Premier League, Four Four Two, When Saturday Comes, English Football, The Blizzard, Stick To Football, Sports, Soccer

4.9667 Ratings

🗓️ 29 August 2025

⏱️ 61 minutes

🧾️ Download transcript

Summary

Welcome to It Was What It Was, the football history podcast. This week co-hosts Jonathan Wilson and Rob Draper welcome special guest Euan Flynn, author of 'When the Year Ends in One,' to discuss Tottenham Hotspur's momentous 1990-91 season. The episode delves into Paul Gascoigne's tearful departure due to a career-threatening injury during the FA Cup final and the financial turmoil facing the club, which saw a potential world-record transfer deal collapse. The podcast covers the epic highs and disastrous lows of that pivotal season, from Gascoigne's mesmerizing FA Cup run to the behind-the-scenes financial entanglements involving Irving Scholar and the club's eventual acquisition by Alan Sugar. Tune in for an in-depth look at how this season had ramifications far beyond the football pitch.


00:00 Gascoigne's Injury and Tottenham's Financial Crisis

00:37 Introduction to the Special Episode

01:41 The Pivotal 1990-91 Season

02:19 Tottenham's Financial Woes and Ownership Issues

04:03 The Year Ending in One: A Superstition Explained

05:21 Gascoigne's Meteoric Rise and Media Frenzy

08:02 The Illusion of a Title Challenge

10:18 Irving Scholar's Takeover and Financial Missteps

21:13 The Culture and Discipline at Tottenham

23:46 The FA Cup Run Begins

31:36 The Pressure on Young Athletes

32:28 The Semifinal at Wembley

34:00 Venables and the Mysterious Financier

40:34 The FA Cup Final Build-Up

47:23 The Dramatic FA Cup Final

54:36 The Aftermath and Legacy



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Transcript

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0:00.0

Gascoigne's tearful departure with a career-threatening injury appears to snuff out hope of an unparalleled eighth FA Cup triumph.

0:13.7

Worse still, it obliterates the deal for the player, scheduled to complete immediately after the final,

0:19.0

promising emaciated Tottenham a world record

0:21.2

transfer fee from Latio. Without this injection of funds to tackle the club's mountainous

0:25.8

debt, the Midland Bank's receiver can no longer be expected to stay his hand. The team will be

0:30.8

broken up, Venables will leave, and what will happen to Tottenham Hotspur Football Club from there

0:35.6

is anybody's guest. Well, welcome to it.

0:38.6

It was what it was with me, Rob Draper and with Jonathan Wilson. And today we have a special episode

0:44.9

on Tottenham's 1990-91 campaign, which I think resonates way beyond the actual football that

0:51.6

goes on the pitch, the FA. Cup final win, spoiler alert,

0:55.2

they do end up winning the FA Cup. But in dramatic circumstances, it's the season of Paul Gascoigne's

1:00.8

finest hour and perhaps the instant which sets him on his decline. And I'm delighted to say

1:06.5

that we're joined by Yun Flynn to discuss this momentous season because he has just written a book

1:12.5

called When the Year Ends in a One to discuss Tottenham Hotspur and this particular campaign.

1:19.1

Ewan, thank you for joining us today. Thanks, Gens, for having me on. Obviously, I want to play it cool,

1:25.0

but I have to say, I've listened to the podcast since the very first

1:28.1

episode um absolutely love it so I'm really made up to be here especially talking about a story

1:33.3

that's really dear to my heart so thank you and that's how you get on the show so if anybody

1:38.4

else wants to praise us could you please do so so you in that that section you read from from at the beginning that's that's from the

1:46.2

prologue of a book and you're imagining telly venerable standing down the touchline at wembley

1:50.2

15 minutes into the epic up final against nottingham forest in 19991

1:53.9

spurs are 1-0 down paul gas going is is crocked his knees gone he he's injured, it's obviously serious, he's been

...

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