Daniel Levy received an eyewatering payout following his dismissal as Tottenham chairman, ranking him as the second most expensive executive departure in Premier League history.Life after Daniel Levy has not been smooth for Tottenham Hotspur, who have struggled domestically since his departure.Spurs’ last piece of silverware came in 2025, under Levy, when Tottenham lifted the Europa League in Bilbao, Spain, with Ange Postecoglou as manager.However, that triumph was not enough to secure the chairman’s position, as Daniel Levy was dismissed just months after that historic night.Following the departure of their long‑serving chairman, Spurs’ fortunes in the Premier League took a sharp downturn, as the club became embroiled in a relegation battle and narrowly avoided losing their top‑flight status in the 25-26 season.However, a final-day victory over Everton at the Tottenham Hotspur Stadium proved enough to keep Spurs in the Premier League, while their London rivals West Ham United went down instead.Photo by Nicolò Campo/LightRocket via Getty ImagesHow much Daniel Levy received after his Tottenham departure in 2025Levy remains a Tottenham fan and admitted last season that Spurs’ struggles on the pitch left him worried. Yet he has continued to operate as a businessman, and since stepping down as chairman, reports have circulated that Levy is looking to sell his stake in Spurs.Levy currently holds a 29.88 per cent stake in ENIC, the company that owns 86.58 per cent of Tottenham, controlled by the Lewis family trust.So far, there have been no reports of Levy finding success in selling his share, although The Sun revealed how much he received following his departure.According to the report, the former Tottenham chairman pocketed a massive £27 million in compensation when he was ousted back in September 2025.During his time at Tottenham, no other chairman earned more than Levy, who took home roughly £61m in wages, bonuses and other remuneration. With his £27m golden handshake, the total figure stands at around £88m.Daniel Levy’s payoff and Spurs’ future so farWhile that is an enormous sum for a chairman to receive upon departure, it does not stand as the highest payoff following an executive dismissal.It is reported that Levy’s £27 million settlement is the second highest in Premier League history, only beaten by the £35 million Chelsea paid Marina Granovskaia following the Clearlake takeover in 2022.Daniel Levy’s £27m payoff is the second highest in Premier League history, only beaten by £35m paid by Chelsea followong the Clearlake takeover in 2022 to Marina Granovskaia https://t.co/lg58pyj6mv— Kieran Maguire (@KieranMaguire) September 22, 2026Unsurprisingly, this huge payout has not affected Tottenham’s operations. In fact, Spurs have shown more ambition since Levy’s departure.In the most recent transfer window – the first summer without Levy at the helm – Spurs spent close to £400 million on recruits alone.IncomingsAndrew RobertsonFreeMarcos SenesiFreeMartin DubravkaFreeJan Paul van Hecke£52mMateus Fernandes£85mSandro Tonali£100mSavinho£85mOmar Marmoush£60mTosin Adarabioyo£12mMykhailo MudrykLoanTotal spent£394mOutgoingsLuka Vuskovic£50mWill Lankshear£20mRadu Dragusin£21mAlejo Veliz£7.7mAlfie Devine£6mTynan Thompson£8mManor Solomon£7mCristian Romero£34.1mAshley Phillips£20mDjed Spence£30mKevin Danso£25mPape Matar Sarr£25.6mTotal received£254.8mTottenham’s net spend£139.2mSince his departure, the club has received several financial boosts, including a recent £120 million cash injection.Unfortunately for Spurs, the heavy spending has not translated into success on the pitch, as they sit bottom of the Premier League table after five games.READ MORE: Tottenham stats reveal distance flaw as Jan Paul van Hecke calls out energy issuesThe post Tottenham paid Daniel Levy a near-record-breaking sum after his 2025 exit appeared first on Spurs Web.