Starting the century in the top-flight, in the third tier by 2010, and now a stabilising Premier League team once again - Southampton have seen it all in the past few years.

The club is a historic one, and one that's seen plenty of faces come and go over the years. Some of football's greats have played there - Alan Shearer and Matt Le Tissier to name a couple. But some not so great names have graced the St Mary's turf.

Here we take a look at six of Southampton's worst signings ever:

Osvaldo reunited with his ex-manager at Espanyol, Mauricio Pochettino, at Southampton in the summer of 2013.

The club paid Roma almost £13 million for the striker. He managed three goals in 13 Premier League games in the first-half of the 2013/14 season - one being a memorable lob against Manchester City. That's as good as his career in England got.

Soon after New Year he was handed a three-match ban for fighting in a match against Newcastle United, before 'instigating' a training ground fight with teammate Jose Fonte, and spending the next season-and-a-half on-loan at Juve and Inter, before being released in 2015.

The only current Southampton player on this list, Carrillo joined in January 2018 from Monaco in a deal worth £19 million. He's since made just seven Premier League appearances for the club, spending the last two seasons out on-loan at Leganes.

He's made 48 appearances for the La Liga side since joining, scoring seven goals.

Southampton signed McCann from Rangers in 2003. He'd established himself as a prolific winger at Ibrox and hopes were high for his arrival on the south coast.

He made 40 league appearances over three seasons for Southampton, suffering relegation from the Premier League in his last. Injuries made it difficult for McCann but in those 40 games he failed to score - his only goal came in the League Cup against Northampton Town.

Van Damme joined Southampton from Ajax in 2004. He was a prospect who couldn't get in the team at Ajax anymore, but his Southampton dream didn't work out.

He made just five Premier League appearances before Southampton were relegated in 2005, and spent the next season on-loan at Werder Bremen, before leaving for Anderlecht in 2006.

"I've got more important things to think about. I've got a yoghurt to finish by today, the expiry date is today. That can be my priority rather than Agustin Delgado," a line by Southampton manager Gordon Strachan.

Dalgado was an Ecuadorian legend. He joined Southampton in 2001 from Mexican side Necaxa having become a prolific name in his native South America. It was his first taste of English football and it lasted three years, but he only made 11 league appearances in that time.

Strachan claimed he was a 'handful' and refused to learn English, forcing the Scot to alienate him, before giving the above quote when asked what his future plans for the striker were.

The obvious winner. Dia is the man famed for convincing Graeme Souness that he was the cousin of the 1996 FIFA World Player of the Year, George Weah.

He wangled himself a trial and was due to face Arsenal in a reserve match, but the game was called off due to a waterlogged pitch and Souness decided he'd throw Dia straight into the first-team.

Dia replaced Le Tissier in a Premier League fixture against Leeds United, lasting little over 20-minutes before being brought off. A brief spell at Gateshead followed, and Dia has laid dormant since.