While Daniel Levy had a reputation for being a thrifty spender during his tenure as chairman of Tottenham Hotspur, he was not always so averse to getting his chequebook out.
Daniel Levy has brought an end to his 25-year stay at Tottenham with the announcement of his resignation as executive chairman on Thursday - huge news which came completely out of nowhere.
Simons joined Spurs last week from RB Leipzig as part of a deal worth just over £50million.
Prior to that, the attacking midfielder had been on the radar of both Bayern Munich and Chelsea earlier in the transfer window.
Tottenham Hotspur’s failure to sign a replacement for James Maddison has left Thomas Frank with a decision to make in their new-look frontline, sources have told Football Insider.
Brennan Johnson is under added pressure at Tottenham this season after the stream of arrivals.
Johnson enjoyed two encouraging campaigns under Ange Postecoglou, demonstrating his threat in front of goal at the Tottenham Hotspur Stadium.
Tottenham endured an exciting end to what was a largely disappointing summer transfer window. With just a few days of the trading period left, Mohammed Kudus was the only new, marquee and permanent signing brought in to Thomas Frank's squad.
Rodrigo Bentancur became our latest player to seal a spot at the 2026 FIFA World Cup on a harmonious night for our South American contingent who all won by a 3-0 margin in the early hours of Friday morning.
Tottenham Hotspur have shown plenty of promise under Thomas Frank, and we have already seen a glimpse of what life will be like under the Dane.