Sheffield Wednesday have had a number of players come and go over the past two decades with their status between the divisions ever-changing, with some making more of an impression than others.

The turn of the millennium saw the Owls enter the Championship after relegation from the Premier League, to which they are still hoping to get back to this day. Financial mismanagement then saw the club teeter between the second tier and League One, with a relegation to the third tier in 2003 and subsequent promotion in 2005.

After a five-year stint back in the Championship, they were once again relegated back to League One in 2010, only to spring back up upon the appointment of Gary Megson, who was more or less the man to clinch promotion at Hillsborough in 2012.

A number of managers have been and gone during their current second-tier stint, with a lot of talented and high profile names coming through the door as Wednesday came agonisingly close to achieving top-flight status via the play-offs.

It has since been a slow decline as they slip further and further away from promotion each season, with the current squad looking at a massive overhaul in the summer under Garry Monk.

As we take a look at some of the best players to wear the shirt for Wednesday this millennium, we first observe the efforts of four of their best goalkeepers in that time…

Kevin Pressman

The veteran Owls ‘keeper spent an awful lot of his time at S6, making 402 appearances for the club between 1985 and 2004, so only four of his later years manage to fit into this time slot.

However, the stopper was an important part of the side throughout his time there and well into his twilight years.

Even though he had surpassed his prime after the year 2000, he still managed to hold down his starting berth when the Owls fell out of the Premiership, before he played his last game for the club in 2004 v QPR.

While being one of the top goalkeepers in the top flight in his prime, Pressman will be well-remembered for his performances in the Steel City Derby, often raising his game for the big clash against their bitter rivals, Sheffield United.

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Keiren Westwood

The Republic of Ireland international arrived back in 2014 on a free transfer from Sunderland and was a key part of the side in his first season as the Owls got all the way to the play-off final in 2014/15.

His commanding presence and great shot-stopping has been a vital part of Wednesday’s side over the last six seasons, even if his days at Hillsborough look numbered.

Westwood has come in for a lot of criticism in recent months after dropping a fair few clangers, but injury problems have not helped his consistency at all. He looks to have lost his long-term place to Cameron Dawson but this shouldn’t take anything away from his great efforts prior to this.

Scott Carson

A fairly brief stint in South Yorkshire for this man but he made his presence known in his nine appearances for the Owls.

Five goals conceded but five clean sheets meant that his loan spell left a lot of admiration from fans for his efforts in a Wednesday shirt.

Nine appearances might have made him less of a contender for this squad but in that spell, he was a vital part of the side as they staved off relegation to League One.

One of the highlights of his brief spell at Wednesday was a stunning individual performance away to Wolves where his top-drawer saves helped the Owls to a much-needed 3-1 win to keep up their survival bid.

Lee Grant

Another goalkeeper currently plying his trade as a Premier League third-choice stopper is Lee Grant, who had a lengthy spell with the Owls between 2007 and 2010.

Grant’s start to life at Hillsborough wasn’t the best but he managed to hold down a starting berth under Brian Laws and was integral during their bid to stay in the Championship.

His great efforts in goal were a massive contributor to Wednesday staying up, with a stunning save on the final day against Norwich City being a notable one, before helping the Owls to a league double over the Blades in the 2008/09 season, their first in 95 years.

So which 'keeper makes the best Wednesday XI since the year 2000?

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