Porto head to France on Wednesday to face off against Lille in the first leg of a clash to determine who will progress to the Champions League group stage.
The Portuguese side have faced a few months of change and upheaval, with a new coach, Julen Lopetegui, coming in, and a rapid turnover of players.
Over the past few years, Porto have become notable for signing players for relatively low fees, developing them for a few seasons, and then selling them at a significantly increased price - although much of the money involved has frequently gone to third-party owners of certain stars, meaning Porto rarely pocket all the profit themselves.
This trend continued over the summer, with defender Eliaquim Mangala, signed from Belgian side Standard Liege in 2011 for €6.5 million (£5.2m), sold to English champions Manchester City for a reported €53m (£42.3m).
Here, Goal looks at eight Porto players who have left in big-money moves, and how their careers have fared since leaving Portugal.
Colombia star James, the 2014 World Cup Golden Boot winner, moved to Monaco in the summer of 2013, on a five-year deal having signed for Porto from Banfield three years earlier for around €5.1m (£4m). The youngster went on to make 38 appearances for the Ligue 1 side, scoring 10 goals.
Following a World Cup in which he scored six times, including the goal of the tournament, the 23-year-old secured a second big-money move in as many seasons, leaving Monaco to sign for Champions League winners Real Madrid for a fee of around €80m (£63.8m).
Radamel Falcao – bought for €5.5m (£4.4m), sold for €40m (£32m)
Falcao joined Porto from River in 2009, but after three seasons - in which he scored 72 goals for the Portuguese giants - 'el Tigre' moved to current Spanish champions Atletico Madrid.
At Atleti, he was almost as prolific, scoring 52 goals in 68 league games before moving, like James, to Monaco in 2013.
Falcao enjoyed a good start to his career in France, before suffering a severe knee injury in January 2014, causing him to miss nearly five months of the French season, as well as Colombia's successful World Cup campaign.
Hulk – bought for €19m (£15.2m), sold for €55m (£43.9m)
Brazilian attacker Hulk spent four hugely successful seasons in Portugal following a move from Japanese side Tokyo Verdy.
In the summer of 2012, he made the move to Russia, signing for Zenit St Petersburg and has since enjoyed two moderately-successful seasons, securing consecutive second-placed league finishes and ending last term as Zenit's top scorer under the tutelage of former Porto boss Andre Villas-Boas.
Pepe – bought for €2m (£1.6m), sold for €30m (£24m)
Signed from Maritimo, Pepe spent three years with Porto before moving to Real Madrid in 2007. At Real, he has established himself as one of European football's most feared defenders, but also one of its most controversial figures.
Famed for his disciplinary problems, the 31-year-old has been sent off four times for the Spanish giants and courted further controversy at this summer's World Cup when he saw red for a headbutt on Germany forward Thomas Muller.
Joao Moutinho – bought for €11m (£8.8m), sold for €25m (£20m)
Having enjoyed 11 years with Porto's fierce rivals Sporting, central midfielder Moutinho spend three good years with Porto before moving with James Rodriguez to Monaco in 2013.
A dynamic and creative midfielder, the 71 times-capped Portugal international used his first season to firmly establish himself as one of Ligue 1's most impressive players, helping his side to a second-placed finish.
Ricardo Quaresma – bought for €6m (£4.8m), sold for €24.6m (£19.6m)
Quaresma, like Moutinho, started his career at Sporting, playing for the Lisbon side and Barcelona before signing for Porto in 2004. He would play 114 league games for them before securing an ill-fated move to Inter in 2008.
Leaving San Siro in 2010, Quaresma had spells at Chelsea, Besiktas and Dubai side Al Ahli, before returning to Porto in January 2014.
Ricardo Carvalho – youth academy, sold for €30m (£24m)
A Porto player from the age of 19, Carvalho was part of the side that won the 2004 Champions League under Jose Mourinho's expert eye. When Mourinho moved to Chelsea the following summer, Carvalho was quick to follow the coach.
At Chelsea, he established himself as one of the world's best defenders, making 135 league appearances for the Blues.
A move to Real Madrid followed in 2010. He spent three years in the Spanish capital, and now plies his trade, like many of the players on this list, at Monaco.
Anderson – bought for €7m (£5.6m), sold for €30m (£24m)
The only true flop on this list, Brazilian midfielder Anderson moved to Porto from Gremio in 2006.
After just one season at the Dragao, Sir Alex Ferguson saw fit to spend an estimated €30m to bring him to Manchester United.
His time at Old Trafford has not been a happy one. He has struggled with weight problems and has made just over 100 appearances in seven years with the Red Devils, failing to live up to his potential.
Following an unsuccessful loan spell with Fiorentina last season, Anderson is back with United, although he is seen as surplus to requirements by new boss Louis van Gaal and is expected to depart before the end of the transfer window.