Jose Mourinho wasn't happy with his Manchester United squad in the summer of 2018 and his relationship with Ed Woodward grew increasingly strained. Mourinho had warned United were in danger of further falling behind their Premier League rivals.
United travelled to the United States for their pre-season tour and the tension was palpable for the media that had travelled across the Atlantic to report on the fixtures. Mourinho was far from content with life at United and he wanted that to be known. United signed Fred, Diogo Dalot and Lee Grant that summer and Mourinho's defensive wishlist had been disregarded by Woodward.
With just under three weeks remaining before the window was closed, Mourinho admitted to reporters: "Of course I'm not happy," when asked if he was pleased with the strength of his squad. United didn't sign another player for the remainder of the window and Mourinho knew what that meant for his time at Old Trafford. That's why he pushed so hard for new defensive signings.