Alan Shearer, Blackburn to Newcastle for £15m, July 1996
All my family are Blackburn; my dad went to school there, my grandparents bought a house from Jack Walker overlooking Ewood Park. Born to northern parents in the south I was the only kid in school who supported Rovers, but it was ace – we were promoted to the Premier League when I was four and crowned champions when I was seven. A year later everything changed: Kenny Dalglish was no longer our manager and Alan Shearer was on the verge of joining Newcastle. Aged eight, I scrawled a tear-stained letter pleading for my hero not to leave and handed it to Martin Tyler – I was best mates with his son at school. He promised to hand it to Alan but I’m 99% sure he never did. Can you imagine: Martin in the tunnel before a game, walking up to Shearer and saying, “Oh Alan, before you go, you know your move from this sinking ship of a club to your hometown side for a world-record fee? Well, thing is, my son’s friend has written you this note asking if you’d reconsider.” Shearer didn’t stay. You broke my heart, Alan. MB
Alan Shearer celebrates winning the Premier League title with Blackburn in May 1995 alongside the club’s owner, Jack Walker. Photograph: Colorsport/Shutterstock
Niall Quinn, Manchester City to Sunderland for £1.3m, August 1996
Learning the pain of relegation for the first time was bad enough but to then see my first hero, the name and number adorning the back of my shirt, leave was a double whammy. It was an early sign, aged eight, of the cruelty that football can offer. To make matters worse, Niall Quinn went on to form a deadly partnership with Kevin Phillips at Sunderland under Peter Reid, a manager Manchester City had sacked and replaced with poorer alternatives. Things got worse for City as they were relegated again to the third tier while Sunderland became a steady Premier League outfit with Quinn scoring goals up top. When so young, you think football is all fun and games, but the summer of 1996 was a miserable one. I still love you, Niall. I know it wasn’t personal. But your departure from City made me realise football is a business. WU
Niall Quinn dives in on Steve Bruce during an FA Cup fifth-round Manchester derby at Old Trafford in February 1996. Photograph: PA Images/Alamy
Juninho, Middlesbrough to Atlético Madrid for £12m, July 1997
Brazilian footballers used to be dotted throughout English football and were the most exotic things in my small, little world, no one more so than Juninho. During Middlesbrough’s doomed 1996-97 season he charmed everyone with his skill, effervescence and optimism, and his tears when relegation was confirmed at Elland Road almost brought a lump to the throat. The following Sunday, Eric Cantona announced his retirement. Alex Ferguson wanted to replace him at Manchester United with Juninho, a fantasy that became all-consuming: I went full transfer moron. This carried on for the best part of a month, during which time the wind changed and a couple of words began to appear next to Juninho’s name with disquieting frequency: ‘Atlético’ and ‘Madrid’. Aged 21, I started to understand the concept of denial. Juninho joined Atlético at the start of July, by which time Ferguson had signed Cantona’s replacement: a 31-year-old Englishman called Teddy Sheringham. It wasn’t exotic, but it turned out OK. RS
Juninho celebrates scoring for Middlesbrough against Everton in September 1996 alongside fellow Brazilian, Emerson. Photograph: John Sibley / Action Images
Andy Johnson, Crystal Palace to Everton for £8.5m, May 2006
Every Crystal Palace supporter knew it was inevitable. After scoring 32 goals as Iain Dowie’s side stormed to promotion via the 2004 Championship playoffs, and then following that up by finishing as the Premier League’s second-highest scorer behind Thierry Henry with 21 goals, Andy Johnson was somehow persuaded to stay put for another season by the chairman, Simon Jordan, despite relegation. But after Palace missed out on another promotion via the playoffs to an Ashley Young-inspired Watford – they won the semi-final 3-0 on aggregate – Johnson was sadly on the move, joining Everton at the end of May 2006, not long after being included on Sven-Göran Eriksson’s standby list for that summer’s World Cup in Germany. His replacement? Shefki Kuqi from Blackburn, who managed seven goals in 38 games as Palace ended the following season a disappointing 12th. EA
Andy Johnson battles for possession during Crystal Palace’s FA Cup tie against Leeds at Selhurst Park in February 2003. Photograph: Tom Jenkins/The Guardian
Michael Owen, free transfer to Manchester United, July 2009
In the summer of 1995 Mark Hughes, Paul Ince and Andrei Kanchelskis left Manchester United, and despite their epochal heroism and my 16-year-old arrogance, trauma was assuaged by certainty: Alex Ferguson knew more about football than I did. But the intoxication of the manager’s own omnipotence eventually led to his acceptance of the Glazer takeover even though it hampered his chances of success, which, with typically belligerent genius, Ferguson achieved nonetheless. So it was that in the summer of 2009, after three straight titles and two straight Champions League finals, he replaced Cristiano Ronaldo with Gabriel Obertan, Antonio Valencia and … Michael Owen. A has-been held in little affection at Anfield nevermind Old Trafford, Owen was an on-pitch representation of the backroom treachery that imperils United to this day, an insult of a transfer whose summer-ruining quality will endure forevermore. DH
A dejected-looking Michael Owen while playing for Newcastle. He left the north-east club prior to joining Manchester United. Photograph: Scott Heppell/AP
Xabi Alonso, Liverpool to Real Madrid for £30m, August 2009
I got married in the summer of 2009. It was, then, a time of happy beginnings. It was also a time of sad endings; two months after I said ‘I do’, Xabi Alonso said ‘I don’t’ to staying at Liverpool. Like most supporters, I was gutted. Alonso was brilliant for us, no more so than in the previous season when he had been central, literally as well as figuratively, to a serious title challenge by the Reds. He was a star, we wanted him to stay forever, but he was off to Madrid following a breakdown in his relationship with Rafael Benítez. It felt like the end of an era and proved as much the following campaign. The summer of ’09 really was great - as well as getting married I saw Blur play Hyde Park - but Alonso’s departure meant it was also a bummer. However hard I tried, I simply couldn’t stop wishing he and Liverpool had more distance left to run. SN
Xabi Alonso during Liverpool’s Champions League clash with Real Madrid in March 2009. He moved to the Spanish club soon after. Photograph: Phil Noble/Reuters