Ferguson was appointed manager at Old Trafford on 6 November 1986. He was initially worried that many of the players, such as Norman Whiteside, Paul McGrathand Bryan Robson were drinking too much and was "depressed" by their level of fitness, but he managed to increase the players' discipline and United climbed up the table to finish the season in 11th place, having been 21st (second from bottom) when he took over.
His first game in charge was a 2–0 defeat at Oxford United on 8 November, followed seven days later by a goalless draw at newly promoted Norwich City, and then his first win (1–0 at home to QPR) on 22 November. Results steadily improved as the season went on, and by the time they recorded what would be their only away win of the league campaign at title challengers and deadly rivals Liverpool on Boxing Day, it was clear that United were on the road to recovery. 1987 began on a high note with a 4–1 victory over Newcastle United and United gradually pulled together in the second half of the season, with relatively occasional defeats on the way, and finished 11th in the final table. Ferguson's mother, Elizabeth died of lung cancer, aged 64, three weeks after his appointment. Ferguson appointed Archie Knox, his assistant at Aberdeen, as his assistant at Manchester United in 1986.
In the 1987–88 season, Ferguson made several major signings, including Steve Bruce, Viv Anderson, Brian McClair and Jim Leighton. The new players made a great contribution to a United team who finished in 2nd place, nine points behind Liverpool. However, Liverpool's points lead had been in double digits for most of the season and while United had lost only five league games all season, they drew 12 games and there was clearly still some way to go before United could be a match for their north western rivals.
United were expected to do well when Mark Hughes returned to the club two years after leaving for Barcelona, but the 1988–89 season was a disappointment for them, finishing eleventh in the league and losing 1–0 at home to Nottingham Forest in the FA Cup Sixth Round. They had begun the season slowly, going on a nine-match winless run throughout October and November (with one defeat and eight draws) before a run of generally good results took them to third place and the fringes of the title challenge by mid February. However, another run of disappointing results in the final quarter of the season saw them fall down to mid table.
During the season, United played in friendly matches against the Bermudan national team and Somerset County Cricket Club as part of the Bermudan team's tour of England. In the match against Somerset, both Ferguson himself and his assistant, Archie Knox, took to the field, with Knox even getting on the scoresheet. The match remains Ferguson's only appearance for the Manchester United first team.
For the 1989–90 season, Ferguson further boosted his squad by paying large sums of money for midfielders Neil Webb, Mike Phelan and Paul Ince, as well as defender Gary Pallister and winger Danny Wallace. The season began well with a 4–1 win over defending champions Arsenal on the opening day, but United's league form quickly turned sour. In September, United suffered a humiliating 5–1 away defeat against fierce rivals Manchester City. Following this and an early season run of six defeats and two draws in eight games, a banner declaring "Three years of excuses and it's still crap ... ta-ra Fergie." was displayed at Old Trafford, and many journalists and supporters called for Ferguson to be sacked.[52][53] Ferguson later described December 1989 as "the darkest period [he had] ever suffered in the game", as United ended the decade just outside the relegation zone.[54][55]
However, Ferguson later revealed that the board of directors had assured him that they were not considering dismissing him. Although naturally disappointed with the lack of success in the league, they understood the reasons for the sub-standard results (namely the absence of several key players due to injury) and were pleased with the way that Ferguson had reorganised the club's coaching and scouting system.
Following a run of seven games without a win, Manchester United were drawn away to Nottingham Forest in the third round of the FA Cup. Forest were performing well that season and were in the process of winning the League Cup for the second season running,[56] and it was expected that United would lose the match and Ferguson would consequently be sacked, but United won the game 1–0 due to a Mark Robins goal and eventually reached the final. This cup win is often cited as the match that saved Ferguson's Old Trafford career, even though it has since been stated that his job was never at risk.[56][57][58] United went on to win the FA Cup, beating Crystal Palace 1–0 in the final replay after a 3–3 draw in the first match, giving Ferguson his first major trophy as Manchester United manager. United's defensive frailties in the first match were unilaterally blamed on goalkeeper Jim Leighton, forcing Ferguson to drop his former Aberdeen player and bring in Les Sealey.
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