It has been an eventful and swashbuckling ride during his time in north London full of ups and downs. Here, the PA news agency charts the highs and the lows during that time...
Highs
Moura's Miracle
At half-time of Champions League semi-final second leg against Ajax, Tottenham were dead and buried. They trailed 2-0 on the night and 3-0 on aggregate and Ajax supporters were booking flights to Madrid during the half-time interval. Spurs needed a hero if they had any chance of continuing what had already been an amazing journey. Step forward Lucas Moura. The Brazilian's lightning pace and footwork saw him quickly bag two at the start of the second half, but it looked like the comeback would fall just short - until the final few seconds of injury time. Moura latched on to Dele Alli's pass to fire into the bottom corner, completing his hat-trick, sparking scenes of wild celebration and sealing one of the most famous nights in the club's history.