Daniel Levy has been at Spurs for over two decades, making some huge signings in his time.
The likes of Christian Eriksen and Gareth Bale will go down as masterstrokes with the likes of Hugo Lloris, Jan Vertonghen and Toby Alderweireld joining that list.
However, for every good signing, there’s been a handful of howlers. Below we have put together a quiz looking back on some of the worst players Levy bought for Spurs.
Test your Levy era knowledge and let us know your score!