Jermain Defoe has admitted he made a "massive mistake" in asking to leave West Ham after their relegation from the Premier League in 2003.
The Tottenham striker handed in a transfer request shortly after the club went down to the Championship a decade ago, and left for the first of two spells at White Hart Lane in January 2004.
The timing of his request drew criticism from West Ham fans, and the 31-year-old has now said he handled his departure from Upton Park poorly, citing bad advice from his then-representative as a factor.
"It was a massive mistake. I didn’t really want to do it," Defoe told ITV4's Sports Life Stories.
"We're talking about leaving the club I was in love with at the time because I came through the youth system with my friends, the fans loved me there. They were brilliant - every game they sang my name.
"The person who represented me at the time said, 'You need to hand in a transfer request and get in early because all the lads are going to leave'.
"The backlash was crazy. I felt like I was on my own and people were absolutely abusing me.
"To this day I can imagine West Ham fans look at me and think, 'Who does he think he is? How can you do that? You're a Judas'. And it’s quite sad really because I can honestly say I still love that club."
Defoe's future is reported to be uncertain, with Tottenham manager Andre Villas-Boas preferring Roberto Soldado in the lone striker position at White Hart Lane.
Were he to leave in the January transfer window, he would so without having won a major trophy at the club - something he says would be a big regret.
"I think especially playing for a top club, a club where you should win trophies it would be disappointing," he continued.
"At the end of your career you want to sit back and say I won this or I won that because that’s what it’s all about. You want to win things and you want to be the best.
"Spurs is a great club with a great history. That is why this year is a big year. I believe we can win something and I believe that once the first one comes, more come after that."
|West Ham eyeing Wilshere swoop in January|
|Klopp reveals hamstring scare for Liverpool star Salah|
|FFA refuses to speculate on Scolari amid Socceroos interest|
|Ronaldo hoping to play with Benzema and Bale again|
|Mourinho takes aim at reporters as Man United boss leaves news conference|
|´Bull****´ to suggest Chelsea can catch Man City – Conte|
|Pordenone would´ve deserved Coppa Italia progression, admits Spalletti|
|Man City haven´t won anything yet – Gundogan|
|Willian: Chelsea will keep fighting for Premier League title|
|Burnley aren´t the real deal – Dyche|
|Stoger wants to bring best out of BVB after breakthrough victory|
|Conte praises contribution of Hazard, Willian and Pedro|
|Inter 0 Pordenone 0 (AET, 5-4 on penalties): Nagatomo spares Serie A leaders´ blushes|
|Hodgson keeping Palace grounded despite dramatic late win|
|Zouma injury led to Turf Moor defeat – Hughes|
|Guardiola steers carefully around Mourinho criticism after United v City flashpoint|
|Guardiola considering January signings to bolster Manchester City squad|
|Crystal Palace 2 Watford 1: Sako, McArthur stun Hornets|
|Huddersfield Town 1 Chelsea 3: Willian sparkles as Conte´s side return to winning ways|
|Burnley 1 Stoke City 0: Hosts go fourth after late Barnes winner|
|PSG escape punishment as LFP gives Lille transfer ban|
|Mainz 0 Borussia Dortmund 2: Stoger´s tenure begins with much-needed victory|
|Ten Cate: Al Jazira will park three buses against Real Madrid|
|Gremio 1 Pachuca 0 (after extra time): Everton stunner sends Brazilians into final|
|Zidane focused on Club World Cup despite looming Clasico|
|Ibrahimovic brands Guardiola ´immature´ over Barcelona row|
|Pogba has no regrets over rejecting Real Madrid|
|Gattuso denies contract rift with AC Milan goalkeeper Donnarumma|
|Pochettino: Alderweireld out until February|
|Wydad Casablanca 2 Urawa Red Diamonds 3: Marvellous Mauricio double proves decisive|
|Cardona given five-match ban for ´discriminatory´ gesture against South Korea|
|James still settling at Bayern, says Heynckes|
|Manchester City captain Kompany out for ´a short time´|
|Klopp: Liverpool need Lallana ahead of busy period|
|It was diversity in education – Mourinho addresses derby fracas|
|I encourage City to celebrate - Guardiola defends players after Old Trafford controversy|
|I´m no actor – No regrets for Klopp over heated interview|
|Everton were like United at Liverpool - Allardyce defends Anfield approach|
|Paulo Bento hired as Chongqing Lifan head coach|
|Ramsey hamstring injury ´not a big one´|
|Watford´s Zeegelaar gets three-match ban as appeal is rejected|
|Matthaus raves about Spurs star Kane|
|´Several clubs´ discussing Arda move as Barca exit nears|
|No ultimatum as Arsenal´s Ozil and Sanchez talks rumble on|
|Su-Mourinho? Wenger offers advice to City and United|
|Bayern planning ´serious talks´ with Robben, Ribery|
|Pereira replaces Villas-Boas at Shanghai SIPG|
|Van Gaal rejected Leverkusen to hold out for a ´big club´|
|Inzaghi and Lazio left feeling ´defrauded´ after Torino defeat|
|Man United more boring under Mourinho, claims Van Gaal|
|Zidane: Real Madrid want to win Club World Cup|
|Morata ruled out of Huddersfield trip due to ´impossible´ workload|
|Valverde singles out Hazard & Morata as chief Chelsea threats|
|Lazio 1 Torino 3: Inzaghi´s men lose ground as Immobile sees red|
|Reading 2 Cardiff City 2: Late comeback makes light of Warnock dismissal|
|Wagner received no contact over Borussia Dortmund job|
|A Mourinho myth? Man United booked for simulation more than any Premier League side|
|Ronaldo´s ego is his biggest motivator - Valdano|
|Bayern threaten legal action over Leno transfer rumours|
|Potter delighted by underdog Ostersunds´ trip to Arsenal|
|Chelsea can bounce back from West Ham loss, says Conte|
|Real Madrid will relish PSG test, says Xabi Alonso|
|Conte urges Chelsea to be ´positive´ over Barca Champions League draw|
|Heynckes wary of Besiktas threat|
|Ostersunds handed fairytale Arsenal tie, Napoli face Leipzig|
|Emery: PSG ´can compete with Real Madrid´|
|Totti urges Roma focus on Serie A despite encouraging Champions League draw|
|Europa League: Last 32 draw in full|
|Messi faces toughest foe in Champions League|
|AC Milan signed too many players, admits Fassone|
|Real Madrid face PSG, Chelsea drawn with Barcelona|
|FA seeking information over Manchester derby incident|
|He is one of the best strikers in the Premier League - Wilshere hails Giroud|
|Mata: No time to mourn derby defeat|
|Hitzfeld tells Nagelsmann to honour Hoffenheim contract|
|Amor: Mascherano future to become clear soon|
|Huddersfield confident of Chelsea scalp - Ince|
|De Bruyne: Man City have to enjoy derby victory|
|There is no-one like Messi – Alcacer|
|Kane: Bring on the best in Champions League|
|Neville: Lukaku needs to believe amid Man United struggles|
|Messi best player of all time – Rakitic|
|Gattuso: I´m even tense playing football with my son|
|Suarez admits Villarreal red swung it for Barcelona|
|Villarreal win ´crucial´ for Barcelona boss Valverde|