Maddison Returns, Ends Winless Run

Tottenham Hotspur Strategy Dispatch · Oct 22, 2026 · 5m

Tottenham finally broke their league drought with a 3-1 win over Coventry, and the timing couldn’t be more crucial. With Roberto De Zerbi under mounting pressure, this victory not only lifts Spurs off the bottom and up to 16th, it also changes the conversation from crisis to stabilization. James Maddison’s return was electric—his early goal and creative spark re-energized a team that’s been starved of ideas, while Dejan Kulusevski’s first appearance in 526 days drew a massive ovation. Suddenly, De Zerbi’s job looks less precarious, and the January transfer window strategy might shift from…