Tottenham: 3 biggest mistakes by Spurs in recent transfer windows

Three big mistakes Tottenham have made in recent transfer windows.

Tottenham Hotspur have come close to achieving some of the incredible success Liverpool have had in recent years. Twice, Spurs fell just short of winning the Premier League title, only to lose out to eventual-champions Leicester City and Chelsea. Just a year ago, Spurs made the Champions League final.

Had things gone slightly differently, under Mauricio Pochettino, Tottenham could sit here today having won both the Premier League and Champions League. Instead, we’re still talking about the team’s search for their first trophy since Juande Ramos was in charge. That alone tells you all you need to know about how long it’s been since Spurs last won a major competition.

Of course, some of that is bad luck. Had Liverpool not been awarded a penalty in the opening minutes of the Champions League final, which looked to be a very harsh decision, maybe the result would’ve been different.

But luck can’t be blamed for everything. Tottenham have cost themselves far too often, letting some great opportunities slip. Just when you think the club will push on, such as after reaching the final of Europe’s biggest competition, they leave us wondering “what if”?

Things could’ve gone a lot differently. Let’s look at three big mistakes Spurs have made in recent transfer windows.