Every year that has gone by without a Premier League title win gets more concerning for Manchester United.
As the transfer window looms, Ole Gunnar Solskjaer has gone on record saying that being a top-flight player is not enough of an accolade if they want to make a move to Manchester United.
The biggest deal of the window came when Barcelona’s forked out £142m to capture the Liverpool midfielder Philippe Coutinho – the second most expensive transfer ever and the biggest deal to go through in a January window.
As the souped-up hype machine that is the January transfer window creaks open once more, we look back to some moments of inspiration that helped turn the season around for various Bolton Wanderers managers.
The strife of Brian: Ex-Man City boss fears record Premier League spend could mean death of small clubs
With a record £835million spent on new players by Premier League clubs, this transfer window was the most expensive in English football history.
Centre-back Rojo, 24, is due to cost United around £16million in a part swap deal, that involves misfiring winger Nani being shipped out to the Argentine’s club Sporting Lisbon.
Dougie Freedman scoured Europe for a Bolton deadline day signing and finally found one… in Luxembourg!
Yannick Bastos only second player from Luxembourg to play in Britain
The waiting game: Bolton Wanderers boss Dougie Freedman happy to leave transfers until frenzied last few days
Bolton mid-table in Championship and have £163.8million debt
Call me, maybe? Rio Ferdinand reveals barrage of desperate messages to tempt Ronaldo back to Manchester
Ronaldo spent six years at United, moved to Real Madrid in 2009
Transfer Team Talk: Manchester United must make signings to save season as City eye solution to defensive frailties
Both Manchester clubs should strengthen in January
Freedman no fan of signing big names, wants a team