At the age of 20, Royston Drenthe began his journey on top of the world at Real Madrid and now, 13 years later, he has been declared bankrupt, reportedly losing his £3.2m fortune following a failed move into music and acting.
Bought by Madrid after an impressive season at Feyenoord, Drenthe was touted to be a future Los Blancos legend but his ultimate fall from grace is something every footballer should learn from.
11 years after stepping foot at the Santiago Bernabeu, Drenthe was unable to find a club following his release from UAE Pro League side Baniyas and decided to hang up his boots at the age of 29.
And now, at the age of 33, he's playing for a Dutch third division side Kozakken Boys. But his problems continue to mount as a court hearing in Breda declared him bankrupt, according to the Daily Mail.
"I don't know the ins and outs and I don't know exactly what's going on, but if this is what I think it is, it's not that important. I'm always under a magnifying glass, but it will be resolved as it should." Drenthe told Dutch website voetbalzon.
Drenthe burst on to the global football scene after he starred in the Netherlands' U-21 side alongside Ryan Babel, Maceo Rigters and Daniel de Ridder when they beat England at the Euro U-21 championships in June 2007.
The Dutchman had a five year spell at Real Madrid in which he managed just 48 appearances and loan spells at Everton and Hercules.
After his spell at Everton, the winger joined Russian side FC Spartak Vladikavkaz after his contract expired at Madrid in 2012, but that ended in disaster, making just six appearances in total.
He then returned to England with Reading in 2013 and then Sheffield Wednesday on loan in 2014. Drenthe then managed a move to Turkish side Kayseri Erciyesspor in the 2015 January transfer window.
He left the club six months later, joining Abu Dhabi-based side Baniyas Club - and lasted only a matter of months. At the eventual age of 29, Drenthe was fed up of the football world and announced his retirement.
Drenthe then turned to a career in rap music by releasing his debut single Paranoia. He also went on to release three additional tracks in the space of a few months, picking up decent views on YouTube.