New Manchester United manager David Moyes has come under some heavy criticism since the closure of the transfer window on September 2.
The failure to bring in desired transfer targets on deadline day came hot off the heels of a demoralising defeat to the "old enemy" in Liverpool.
Moyes's only new acquisitions over the summer have been rookie Guillermo Varela and Marouane Fellaini. While the latter can be considered a crowd-pleasing signing, the former certainly cannot.
Questions were asked after Moyes failed to land left-back Leighton Baines and midfielders Cesc Fabregas, Thiago Alcantara and Ander Herrera, while rivals such as Manchester City, Chelsea and even Tottenham as well as Arsenal enjoyed success in the market.
With the window now firmly sealed shut for another four months, United are going to have to make do with what they've got.
"I'm really pleased Nani has re-signed for the next five years. He has great ability and experience beyond his 26 years," Moyes told BBC Sport. "I've been impressed with his approach to training and look forward to working with him in the coming seasons."
Nani's commitment to the squad for probably the remainder of his playing career comes following a series of frustrating seasons at Old Trafford.
Last term, the Portugal international made just 11 Premier League appearances for the champions after picking up a foot injury back in January that would effectively end his campaign.
In those appearances, the 26-year-old scored just once and was typically profligate in front of goal.
According to Squawka, Nani had four shots on target and nine off the mark in his 11 appearances, but had a pass accuracy of 79 percent, which adheres to the argument that the ex-Sporting Lisbon star frustrates and mesmerises in equal measure.
Just as capable of scoring from 30 yards with a bobby dazzler as sending a shot spiraling into the stands, Nani's performances polarize opinion.
It's easy to chastise the winger for his performances last season considering his campaign was wrecked by injury, but he's hardly set Old Trafford alight in his six seasons since joining from Lisbon.
Nani has never hit double figures in the goalscoring department since joining United, scoring three times, once, then three more in the league between 2007-09.
This can largely be put down to the fact the wide man was under the shadow of a certain Cristiano Ronaldo up until the end of the 2009 season.
Though Nani's performances have steadily improved since the departure of the classy No. 7, hitting nine and then eight league goals between 2010-12, he's not exactly stepped into his compatriot's shoes as hoped.
Former United manager Sir Alex Ferguson told BBC Sport in February that Nani could secure himself a long-term future so long as he improved on his consistency.
But, having missed the bulk of United's campaign last season as well as most of their preseason, one could argue he is still yet to achieve said consistency. Nevertheless, he has still been handed a bumper new deal.
The decision really does raise more questions than answers.
Now in his seventh season at the Theatre of Dreams, Nani has never successfully established himself—and you have to wonder if he ever will.