Sunderland have endured a tough couple of seasons and with the club now playing it's football in the third-tier of football, many fans will be disappointed about the recent demise of the club.
The Black Cats have had numerous additions to their squad as they aimed to re-build their squad ahead of the new season, but evidently some of these signings haven't paid off, as the club suffered back-to-back relegations.
Following the demise of the club, Sunderland have had numerous players also leave the club, with some moving to more prestigious clubs.
If you look at the contrast of the state of the club from the 2010/2011 season compared to the 2018/2019 season, it shows how far Sunderland have fallen.
The club finished 10th in the Premier League in 2010, but dropped into League 1 in 2018 in a following a deeply disappointing campaign.
But what have been the top three transfers that Sunderland will be regretting?
Find out who makes the top three here....
The goalkeeper made 101 appearances for Sunderland and was one of the reasons as to why Sunderland stayed in the Premier League for so many seasons.
He was signed by Liverpool in 2013, and Mignolet has made 203 appearances for the club but has recently struggled for game time due to the arrival of Brazilian goalkeeper Alisson Becker.
Lescott signed for Sunderland in January 2017 but he was arguably one of the worst transfers the club has ever made.
The former Manchester City centre-back made just two appearances for the Black Cats as they were relegated to League 1.
He left the club shortly after the club's relegation was confirmed and was sure to be on high wages so he is definitely the worst incoming the club has made in recent years.
The shot-stopper broke through to the first team in the 2016/2017 season and was sold to Everton after Sunderland were relegated to the Championship.
The initial fee for the deal was £25m, and Pickford was sorely missed as Sunderland were relegated to League 1 for a second successive season.
Pickford has gone on to be England's number one goalkeeper and performed heroics at the World Cup where he guided them to the semi-finals.