Through the 2009 season, since the team moved from Baltimore to New York in 1903 there have been 21 losing seasons:
1) 1908 - 51-103
2) 1912 - 50-102
3) 1990 - 67-95
4) 1913 - 57-94
5) 1991 - 71-91
6) 1967 - 72-90
7) 1966 - 70-89
8) 1989 - 75-87
9) 1992 - 76-86
10) 1925 - 69-85
11) 1965 - 77-85
12) 1914 - 70-84
13) 1915 - 69-83
14) 1982 - 79-83
15) 1917 - 71-82
16) 1973 - 80-82
17) 1969 - 80-81
18) 1905 - 71-78
19) 1907 - 70-78
20) 1909 - 74-77
21) 1918 - 60-63
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The Yankees last regular season game of 2011 was on September 28th. They lost to the Tampa Bay Rays, 8-7.
It was in 1992. The Yankees finished the season with a 76-86 record (.469 win/loss percentage).
The Yankees finished the 2011 season in first place. They clinched their division and they also had the best record in the American League (97-65).
Bucky Dent last played for the Yankees in 1982. In 1983, the Yankees used primarily three different shortstops during the season, which included Roy Smalley, Andre Robertson and Bobby Meacham.
No. Babe Ruth's last season with the Yankees was 1934 and Mickey Mantle's first season with the Yankees was 1951.