Mounir El Hamdaoui came through the youth ranks of SBV Excelsior with Robin Van Persie - and, briefly in 2005-06, both were at the same time playing in North London.
Dutch born Moroccan El Hamdaoui had just completed an excellent season as a youngster with the club when Martin Jol decided to bring him in to Tottenham Hotspur - and despite scoring goals in pre-season friendlies he was supposed to spend an entire season out on loan at Derby County - but an injury ravaged campaign saw that become a sporadic campaign.
Citing a lack of first-team opportunities at Spurs El Hamdaoui returned to Holland in 2006 with Willem II - and most Spurs fans probably felt they would never hear of him again.
His spell in North London may have been forgettable, and his period in Tilburg was just as unremarkable.
He suffered with injuries once again and played just seven times, scoring three goals.
But, rather inexplicably, AZ Alkmaar took a massive gamble in 2007 and snapped him up - thus the beginning of the best passage of his career to date.
In 2008-09 he was the star performer for the club, scoring 23 goals in 31 matches. That made him the Eredivisie top-scorer - with one more goal than Liverpool star Luis Suarez bagged for Ajax that season.
On top of that success he was also named Dutch Footballer of the Year and AZ won the Dutch title for the second time in their history.
This was, arguably the high point of his career - but what has happened in the four years since that makes me write that his latest move is his last chance.
He had another good season with AZ in 2009-10 - but the club were in dire financial straits.
Therefore he went to Ajax, reuniting with Martin Jol, and having a promising start to his career.
But Jol’s successor in Amsterdam, Frank de Boer, and El Hamdaoui had something of a major personality clash - that saw the striker playing in the reserves for the entire 2011-12 season.
He joined Fiorentina last season, but again struggled for football and this week agreed a loan deal to join up with Malaga of La Liga for a season.
With the spectre of his excellent 2009 still above him the 29-year-old must now try recapture his best form in Spain - despite playing just 20 games in the past two seasons.
And nobody would begrudge him any success, especially at White Hart Lane.
image: © dyork