| Part of An Obsessive Guide to the Greatest Alumni Tradition Ever | |
| Beer-Bike Stats Galore | |
| 1950s | |
| 1960s | |
| 1970s | |
| 1980s | |
| 1990s | |
| 2000s | |
| Total Titles | |
| All-Time Winners | |
| Winning Streaks & Other Numbers | |
| Year | Men | Women | Alumni |
| 1957 | Baker | ||
| 1958 | Wiess | ||
| 1959 | Will Rice | ||
| 1960 | Will Rice | ||
| 1961 | Baker | ||
| 1962 | Will Rice | ||
| 1963 | Will Rice | ||
| 1964 | Hanszen | ||
| 1965 | Hanszen | ||
| 1966 | Will Rice | ||
| 1967 | Hanszen | ||
| 1968 | Hanszen | ||
| 1969 | Hanszen | ||
| 1970 | Will Rice | ||
| 1971 | Will Rice | ||
| 1972 | Will Rice | Brown | |
| 1973 | Hanszen | Brown | |
| 1974 | Sid Rich | Brown | |
| 1975 | Wiess | Jones | |
| 1976 | Baker | Baker | |
| 1977 | Will Rice | Baker | |
| 1978 | Sid Rich | Jones | |
| 1979 | Will Rice | Jones | |
| 1980 | Will Rice | Jones | |
| 1981 | Sid Rich | Hanszen | |
| 1982 | Wiess | Brown | Wiess |
| 1983 | Will Rice | Will Rice | Will Rice |
| 1984 | Lovett | Will Rice | Hanszen |
| 1985 | Lovett | Will Rice | Will Rice |
| 1986 | Will Rice | Will Rice | Will Rice |
| 1987 | Lovett | Will Rice | Will Rice |
| 1988 | Jones | Will Rice | Will Rice |
| 1989 | Jones | Hanszen | Will Rice |
| 1990 | Will Rice | Jones | Will Rice |
| 1991 | Hanszen | Hanszen | Will Rice |
| 1992 | Jones | Brown | Hanszen |
| 1993 | Jones | Brown | Will Rice |
| 1994 | Brown | Brown | Hanszen |
| 1995 | Brown | Sid Rich | Hanszen |
| 1996 | Jones | Brown | Will Rice |
| 1997 | Will Rice | Brown | Will Rice |
| 1998 | Will Rice | Brown | Will Rice |
| 1999 | Will Rice | Will Rice | Will Rice |
| 2000 | Will Rice | Brown | Will Rice |
| 2001 | Jones | Brown | Will Rice |
| 2002 | Brown | Jones | Will Rice |
| 2003 (Beer-Run) | Martel | Brown | Will Rice |
| 2004 | GSA | Will Rice | Will Rice |
| 2005 | Jones | Brown | No winner |
| 2006 | Jones | Brown | Will Rice |
| 2007 (Beer-Run) | Brown | Will Rice | No race held |
| 2008 | Will Rice | Will Rice | Brown |