Every club can have a nightmare in terms of incomings but it seems to have happened at Sunderland more often than not over the years.
But the club now seems to have changed tact with sporting director Kristjaan Speakman taking the club in a new direction.
Recently, Speakman insisted Sunderland will not compromise on quality in the closing weeks of the transfer window.
He also stressed that he believes the club will get the business they need to challenge for promotion done.
In an exclusive in-depth interview, Speakman told The Echo that while encouraged by progress on the pitch, there is no doubt that the club still have work to do before the window closes.
"On the field, we're really comfortable with the progress that we're making," Speakman said.
"You want to try and change the style of play to something that people want to come and watch, and I think you can tangibly see we're working towards that as we change the personnel, the head coach gets time to work with the players etc.
"I was on the record last season saying that it can be difficult to achieve that when you have those performance markers every Saturday and Tuesday, with next to no training time in between.
"Off the pitch, we want to make a few more signings to address the areas where we feel we're in need of extra players. Stuart [Harvey] and the guys and as a team, we're working really hard to do that."
The deadline for the Black Cats to bring in new additions to Lee Johnson’s squad will pass in September 7, with seven players already through the doors at the Stadium of Light.
Here, though, we take a look at some of Sunderland’s worst signings from years gone by as the club finally books its ideas up in the market.

5. Lee Camp
The less said the better. Arguably the worst goalkeeper in the club's history. Again, another Martin Bain signing. I sense a theme emerging here. Photo: Lynne Cameron

6. Greg Halford
Greg Halford signed a four-year contract with Sunderland when they were in the Premier League. The fee was variously reported as £2.5 m rising to £3m. But Greg Halford was largely forgettable in red and white. Photo: Hamish Blair

7. Jason Steele
Signed on a four-year deal... was he worse than Lee Camp? It's hard to say. Martin Bain again. Photo: Catherine Ivill

8. Matt Piper
Signed by Peter Reid from Leicester City for big money, it just never got going for Matt Piper at the Stadium of Light. Photo: Shaun Botterill


