| Matthew Krueger | 1995 | U.S. Attorney for the Eastern District of Wisconsin (2018-present) |
| David Schuler, PhD | 1987 | President of the American Association of School Administrators (2015-2016); Superintendent of Northwest Suburban Township High School District 214 (2009-present); |
| Robin Vos | 1985 | Assembly Speaker |
| Scott Walker | 1985 | Governor, State of Wisconsin; Milwaukee County Executive State House of Representatives |
| Kevin Henkes | 1978 | Successful children's book illustrator and author winner of the Caldecott Medal and the Newbery Honor |
| James Santelle | 1975 | U.S. Attorney for Eastern District of Wisconsin (2009-2015) |
| Brad Smith | 1975 | President and Chief Legal Officer of Microsoft |
| Ben Brancel | 1967 | Former Assembly Speaker and former Secretary of the Department of Agriculture, Trade and Consumer Protection |
| (James) Scott McCallum | 1967 | Governor of Wisconsin; Lieutenant Governor of Wisconsin; Wisconsin State Senator |
| Llyod Solberg | 1965 | Prominent cardiologist |
| Thomas Hefty | 1964 | C.E.O., Blue Cross & Blue Shield United of Wisconsin |
| Gus Gnorski | 1962 | Milwaukee TV6 Personality (BBS Governor) |
| Bob Lang | 1960 | Director, Wisconsin Legislative Fiscal Bureau |
| Robert Behling | 1958 | Published author of numerous publications and Geology Lab manuals |
| Daniel Travanti | 1957 | Emmy award-winning actor best known for his role on Hill Street Blues |
| Lee Huebner | 1957 | One of the founders of Ripon Society; Speech writer, special assistant to President Nixon; Publisher, International Herald Tribune |
| Kurth Krause | 1957 | Physicist with Apollo, 1969 NASA Achievement Award |
| Al Jarreau | 1957 | Renowned Jazz Singer (BBS Governor); Seven-time Grammy award winner spanning four decades |
| Thomas Petri | 1957 | Former U.S. House of Representatives; Boys Nation Senator |
| Martin Schreiber | 1956 | Governor, State of Wisconsin; Lieutenant Governor of Wisconsin |
| William Steiger | 1955 | Elected U.S. Congressman at age of 28; BBS Governor, Boys Nation Senator |
| Jon Udell | 1952 | University of Wisconsin; Madison Irwin Maier Professor of Business Graduate School |
| Michael Hammond | 1949 | President of Boys Nation 1949; Rhodes Scholar 1956; Director of the Wisconsin Academy of Music; President of State University of New York at Purchase; Head of the National Endowment of the Arts |
| Bruce Hapke | 1948 | Principal investigator for study of Apollo Lunar samples |
| Pete Stark | 1948 | U.S. Congressman from California |
| Robert Froehlke | 1939 | Former Secretary of the ArmynPresident, Health Insurance Association of America |
| Donald Iselin | 1939 | Distinguished U.S. Naval Engineering Career |
| (Rear Admiral) | | Commander, Naval Facilities Engineer & Chief Civil Engineers |
