1999-Present
Ken Sajdak, GM
Franchise #10
The Franchise #10 team stayed in Waukesha for over 70 years until it was sold to Pittsburgh Joe Elinich in 1973. The franchise changed hands again in 1974 before being obtained and stabilized once again by pharmacy magnate Al Keefer in 1976, who moved the team to Evanston, where it has been ever since. Sajdak purchased Expansion Franchise #22 in 1999 and named the new team the Waukesha Freemen.
| Year | Won | Lost | Place | Division | DC | LC |
|---|---|---|---|---|---|---|
| 2025 | 54 | 107 | 4 | Central | ||
| 2024 | 81 | 81 | 2 | Central | ||
| 2023 | 98 | 64 | 1 | Central | DC | |
| 2022 | 101 | 61 | 1 | Central | DC | |
| 2021 | 77 | 55 | 1 | Central | DC | |
| 2020 | 76 | 86 | 4 | Central | ||
| 2019 | 81 | 81 | 4 | Central | ||
| 2018 | 72 | 90 | 5 | Central | ||
| 2017 | 61 | 101 | 6 | Central | ||
| 2016 | 92 | 70 | 2 | Central | WC | |
| 2015 | 65 | 97 | 6 | Central | ||
| 2014 | 87 | 75 | 1 | Central | DC | |
| 2013 | 90 | 72 | 2 | Central | ||
| 2012 | 79 | 83 | 4 | Central | ||
| 2011 | 69 | 93 | 4 | Central | ||
| 2010 | 68 | 93 | 5 | Central | ||
| 2009 | 64 | 98 | 5 | Central | ||
| 2008 | 64 | 95 | 6 | Central | ||
| 2007 | 68 | 94 | 5 | Central | ||
| 2006 | 56 | 105 | 5 | Central | ||
| 2005 | 53 | 107 | 6 | Central | ||
| 2004 | 79 | 82 | 5 | Central | ||
| 2003 | 53 | 108 | 6 | Central | ||
| 2002 | 74 | 87 | 5 | Central | ||
| 2001 | 61 | 97 | 6 | Central | ||
| 2000 | 53 | 109 | 6 | Central | ||
| 1999 | 43 | 118 | 6 | Central | ||
| 1972 | 80 | 79 | 1 | Shiloh | DC | |
| 1971 | 65 | 97 | 4 | Gorney | ||
| 1970 | 78 | 81 | 1 | Gorney | DC | |
| 1969 | 65 | 96 | 4 | Gorney | ||
| 1968 | 79 | 83 | 2 | Gorney | ||
| 1967 | 96 | 65 | 1 | Gorney | DC | |
| 1966 | 87 | 75 | 2 | Gorney | ||
| 1965 | 87 | 79 | 2 | Gorney | ||
| 1964 | 70 | 87 | 3 | Gorney | ||
| 1963 | 72 | 88 | 2 | Gorney | ||
| 1962 | 69 | 91 | 4 | Gorney | ||
| 1961 | 58 | 93 | 4 | Gorney | ||
| 1960 | 47 | 104 | 4 | Gorney | ||
| 1959 | 61 | 92 | 4 | Gorney | ||
| 1958 | 68 | 84 | 3 | Gorney | ||
| 1957 | 49 | 105 | 4 | Gorney | ||
| 1956 | 53 | 94 | 4 | Gorney | ||
| 1955 | 37 | 116 | 4 | Gorney | ||
| 1954 | 73 | 81 | 2 | Shiloh | ||
| 1953 | 65 | 87 | 3 | Shiloh | ||
| 1952 | 68 | 85 | 3 | Shiloh | ||
| 1951 | 75 | 79 | 3 | Shiloh | ||
| 1950 | 69 | 84 | 3 | Shiloh | ||
| 1949 | 80 | 74 | 1 | Shiloh | DC | |
| 1948 | 75 | 79 | 3 | Shiloh | ||
| 1947 | 77 | 77 | 3 | Shiloh | ||
| 1946 | 53 | 101 | 4 | Shiloh | ||
| 1945 | 76 | 78 | 4 | Shiloh | ||
| 1944 | 64 | 90 | 3 | Shiloh | ||
| 1943 | 68 | 86 | 4 | Shiloh | ||
| 1942 | 73 | 81 | 3 | Shiloh | ||
| 1941 | 60 | 94 | 4 | Shiloh | ||
| 1940 | 47 | 107 | 4 | Shiloh | ||
| 1939 | 66 | 87 | 3 | Shiloh | ||
| 1938 | 55 | 99 | 3 | Shiloh | ||
| 1937 | 64 | 90 | 3 | Shiloh | ||
| 1936 | 51 | 103 | 4 | Shiloh | ||
| 1935 | 36 | 113 | 4 | Shiloh | ||
| 1934 | 58 | 95 | 3 | Shiloh | ||
| 1933 | 76 | 78 | 3 | Gorney | ||
| 1932 | 67 | 86 | 4 | Gorney | ||
| 1931 | 65 | 88 | 4 | Gorney | ||
| 1930 | 41 | 111 | 4 | Gorney | ||
| 1929 | 60 | 92 | 4 | Gorney | ||
| 1928 | 33 | 121 | 4 | Gorney | ||
| 1927 | 35 | 115 | 4 | Gorney | ||
| 1926 | 72 | 81 | 3 | Gorney | ||
| 1925 | 76 | 78 | 3 | Gorney | ||
| 1924 | 44 | 107 | 4 | Gorney | ||
| 1923 | 68 | 86 | 3 | Gorney | ||
| 1922 | 60 | 94 | 4 | Gorney | ||
| 1921 | 86 | 69 | 1 | Gorney | DC | |
| 1916 | 57 | 97 | 4 | Kirwan | ||
| 1915 | 63 | 91 | 3 | Kirwin | ||
| 1914 | 62 | 92 | 3 | Kirwin | ||
| 1913 | 89 | 65 | 1 | Kirwin | DC | |
| 1912 | 58 | 96 | 4 | Kirwin | ||
| 1911 | 89 | 65 | 2 | Kirwin | ||
| 1910 | 75 | 79 | 3 | Kirwin | ||
| 1909 | 85 | 69 | 3 | Kirwin | ||
| 1908 | 96 | 58 | 2 | Kirwin | ||
| 1907 | 85 | 69 | 2 | Kirwin | ||
| 1906 | 93 | 61 | 1 | Kirwin | DC | |
| 1905 | 74 | 80 | 2 | Kirwin | ||
| 1904 | 59 | 95 | 4 | Kirwin | ||
| 1903 | 68 | 86 | 4 | Kirwin | ||
| 1902 | 59 | 95 | 4 | Kirwin |