| 1901 | VEVince EdwardsMusician, Songwriter | Musicians | $12M |
| 1902 | VPVinnie PaulMusician, Songwriter, Entrepreneur | Musicians | $12M |
| 1903 | VWVivian Jenna WilsonMusician, Songwriter, Actress | Musicians | $12M |
| 1904 | VOViv OldfieldMusician, Songwriter | Musicians | $12M |
| 1905 | VGVlex GalindoMusician, Songwriter, Entrepreneur | Musicians | $12M |
| 1906 | WHWade HavinsMusician, Songwriter | Musicians | $12M |
| 1907 | WHWarren HaynesMusician, Songwriter, Record Producer | Musicians | $12M |
| 1908 | WZWarren ZeidersMusician, Songwriter | Musicians | $12M |
| 1909 | WSWayne ShorterMusician, Composer | Musicians | $12M |
| 1910 | WSWayne StabilerMusician, Songwriter, Businessman | Musicians | $12M |
| 1911 | WJWilliam J. Bell Jr.Musician, Songwriter, Producer | Musicians | $12M |
| 1912 | WTWilliam TellMusician, Songwriter, Producer | Musicians | $12M |
| 1913 | WWWillie WatkinsMusician, Songwriter, Entrepreneur | Musicians | $12M |
| 1914 | WHWynonna Judd's HusbandMusician, Drummer, Producer, Songwriter | Musicians | $12M |
| 1915 | JTJay TuckerMusician, Songwriter | Musicians | $11.8M |
| 1916 | HHHayWorth HicksMusician, Songwriter, Investor | Musicians | $11.8M |
| 1917 | MNMark NicholsMusician, Songwriter | Musicians | $11.8M |
| 1918 | WPWilliam PowellMusician, Songwriter | Musicians | $11.8M |
| 1919 | KRKane RobinsonMusician, Actor, Entrepreneur | Musicians | $11.7M |
| 1920 | LWLouis WhitlowMusician, Songwriter, Businessman | Musicians | $11.6M |
| 1921 | EREd RobertsonMusician, Songwriter, Actor | Musicians | $11.6M |
| 1922 | LKLemmy KilmisterMusician, Songwriter, Actor | Musicians | $11.6M |
| 1923 | APAlex PrattMusician, Songwriter | Musicians | $11.5M |
| 1924 | CBClem BurkeMusician (Drummer), Songwriter | Musicians | $11.5M |
| 1925 | JHJason HarveyMusician, Songwriter, Investor | Musicians | $11.5M |
| 1926 | JTJeff TiedrichMusician, Graphic Designer, Blogger | Musicians | $11.5M |
| 1927 | RRRandy RogersMusician, Songwriter | Musicians | $11.5M |
| 1928 | TTinyMusician, Songwriter, Producer | Musicians | $11.5M |
| 1929 | WWWalter WilliamsMusician, Songwriter | Musicians | $11.5M |
| 1930 | ADAlan DoyleMusician, Actor, Author | Musicians | $11.5M |
| 1931 | BBlackbearMusician, Singer, Songwriter, Record Producer | Musicians | $11.5M |
| 1932 | CQChristopher QuimboMusician, Songwriter, Entrepreneur | Musicians | $11.5M |
| 1933 | ESEric ScottMusician, Songwriter | Musicians | $11.5M |
| 1934 | HGHank GreenspanMusician, Songwriter, Record Producer | Musicians | $11.5M |
| 1935 | SLShane LibelMusician, Songwriter, Investor | Musicians | $11.5M |
| 1936 | JTJessel TaankMusician, Songwriter | Musicians | $11.5M |
| 1937 | JKJimmy KingMusician, Songwriter, Producer | Musicians | $11.5M |
| 1938 | JPJohn PayneMusician, Songwriter | Musicians | $11.5M |
| 1939 | JSJustin StroudMusician, Songwriter, Investor | Musicians | $11.5M |
| 1940 | LBLuke BelmarMusician, Songwriter, Investor | Musicians | $11.5M |
| 1941 | MMarxmanMusician, Songwriter | Musicians | $11.5M |
| 1942 | RCRichard CooperMusician, Songwriter | Musicians | $11.5M |
| 1943 | RJRussell JohnsonMusician, Songwriter, Producer, Entrepreneur | Musicians | $11.5M |
| 1944 | ANAnn NajjarMusician, Songwriter | Musicians | $11.5M |
| 1945 | BDBrandi DavisMusician, Songwriter, Actor | Musicians | $11.5M |
| 1946 | CGCalvin GrindzMusician, Songwriter | Musicians | $11.5M |
| 1947 | DSDaniel StarrMusician, Songwriter, Entrepreneur | Musicians | $11.5M |
| 1948 | GKGreg KeelorMusician, Songwriter | Musicians | $11.5M |
| 1949 | JDJerry DouglasMusician, Producer | Musicians | $11.5M |
| 1950 | MCMax CavaleraMusician, Songwriter, Producer | Musicians | $11.5M |
| 1951 | MGMike GablerMusician, Songwriter | Musicians | $11.5M |
| 1952 | NLNight LovellMusician, Producer | Musicians | $11.5M |
| 1953 | OMOvertime MeganMusician, Songwriter | Musicians | $11.5M |
| 1954 | SJSweet JamesMusician, Songwriter | Musicians | $11.5M |
| 1955 | TCTom CavinderMusician, Songwriter | Musicians | $11.5M |
| 1956 | ZSZak StarkeyMusician, Drummer | Musicians | $11.5M |
| 1957 | UBUmaro BaconMusician, Songwriter, Entrepreneur | Musicians | $11.4M |
| 1958 | AMAdam MacDougallMusician, Songwriter, Producer | Musicians | $11.3M |
| 1959 | ABAndy BiersackMusician, Songwriter, Actor | Musicians | $11.3M |
| 1960 | JRJohnny ReidMusician, Songwriter | Musicians | $11.2M |
| 1961 | RRRobert RichardMusician, Songwriter, Entrepreneur | Musicians | $11.2M |
| 1962 | PHPatrique HabbooMusician, Songwriter, Investor | Musicians | $11.2M |
| 1963 | BBButter BeansMusician, Songwriter | Musicians | $11.2M |
| 1964 | KFKirk FranklinMusician, Songwriter, Choir Director, Author | Musicians | $11.2M |
| 1965 | MMMartin MorenoMusician, Songwriter | Musicians | $11.2M |
| 1966 | SISam IbrahimMusician, Songwriter | Musicians | $11.2M |
| 1967 | SWStokley WilliamsMusician, Songwriter, Producer | Musicians | $11.2M |
| 1968 | AMAmit MiglaniMusician, Songwriter | Musicians | $11.2M |
| 1969 | DLDaniel LabelleMusician, Songwriter | Musicians | $11.2M |
| 1970 | DFDon FlowMusician, Songwriter, Investor | Musicians | $11.2M |
| 1971 | GRGeorge RogersMusician, Songwriter | Musicians | $11.2M |
| 1972 | JCJames CannonMusician, Songwriter | Musicians | $11.2M |
| 1973 | JGJason GryniewiczMusician, Songwriter | Musicians | $11.2M |
| 1974 | RLRick LoxMusician, Songwriter | Musicians | $11.2M |
| 1975 | TLTim Curly LeachMusician, Songwriter | Musicians | $11.2M |
| 1976 | ASAndrew SansoneMusician, Songwriter, Entrepreneur | Musicians | $11M |
| 1977 | EWEdgar WinterMusician, Songwriter, Producer | Musicians | $11M |
| 1978 | JDJesse James DupreeMusician, Songwriter, Television Personality, Entrep | Musicians | $11M |
| 1979 | JRJohn ReevesMusician, Songwriter, Investor | Musicians | $11M |
| 1980 | RKRhonda Ross KendrickMusician, Actress, Public Speaker | Musicians | $11M |
| 1981 | RJRosie JonesMusician, Songwriter | Musicians | $11M |
| 1982 | JDJeff DavisMusician, Songwriter | Musicians | $11M |
| 1983 | MBMalakai BayohMusician, Songwriter, Producer | Musicians | $11M |
| 1984 | TJTom JohnstonMusician, Songwriter | Musicians | $11M |
| 1985 | THTom T. HallMusician, Songwriter, Author | Musicians | $11M |
| 1986 | ZBZoltan BathoryMusician, Songwriter, Producer | Musicians | $11M |
| 1987 | ADAaron DessnerMusician, Songwriter, Record Producer | Musicians | $11M |
| 1988 | AGAndrew GrayMusician, Songwriter, Actor, Model | Musicians | $11M |
| 1989 | BRBobby RushMusician, Composer, Singer | Musicians | $11M |
| 1990 | BMBrent MasonSession Guitarist, Songwriter | Musicians | $11M |
| 1991 | CPChris PotterJazz Saxophonist, Multi-Instrumentalist, Composer, E | Musicians | $11M |
| 1992 | CLCJ LotzerMusician, Songwriter | Musicians | $11M |
| 1993 | CJColin JamesMusician, Singer-Songwriter, Guitarist | Musicians | $11M |
| 1994 | JJJoan JettMusician, Singer, Songwriter, Producer, Actress | Musicians | $11M |
| 1995 | KEKevin EubanksGuitarist, Composer, Television Host | Musicians | $11M |
| 1996 | MPMac PowellMusician, Songwriter, Producer | Musicians | $11M |
| 1997 | MAMadeline ArgyMusician, Songwriter | Musicians | $11M |
| 1998 | PLPatricia LoftonMusician, Songwriter | Musicians | $11M |
| 1999 | TTTara TesherMusician, Songwriter | Musicians | $11M |
| 2000 | TPTrevor PeekMusician, Songwriter | Musicians | $11M |