| 1901 | TJTyler JosephMusician, Songwriter, Record Producer | Musicians | $17.2M |
| 1902 | BABryant ArnoldMusician, Songwriter, Actor, Investor | Musicians | $17M |
| 1903 | CCharoMusician, Actress, Comedian | Musicians | $17M |
| 1904 | ESEric SingerMusician, Drummer | Musicians | $17M |
| 1905 | JFJoey FatoneSinger, Actor, Television Host, Voice-over Artist | Singers | $17M |
| 1906 | LDLauren DaigleSinger, Songwriter | Singers | $17M |
| 1907 | NSNita StraussGuitarist, Musician | Musicians | $17M |
| 1908 | PMPat MonahanMusician, Songwriter | Musicians | $17M |
| 1909 | RARick AstleySinger, Songwriter, Radio Personality | Singers | $17M |
| 1910 | RTRozonda ThomasSinger-songwriter, Dancer, Actress, Television Perso | Singers | $17M |
| 1911 | TPTeddy PendergrassSinger, Songwriter | Singers | $17M |
| 1912 | YGYo GottiRapper, Songwriter, Record Executive | Rappers | $17M |
| 1913 | ASAmy Jo SimpsonMusician, Songwriter | Musicians | $17M |
| 1914 | CNCassper NyovestRapper, Songwriter, Record Producer | Rappers | $17M |
| 1915 | GGunnaRapper, Singer, Songwriter | Rappers | $17M |
| 1916 | KOKelly OgbonnaMusician, Songwriter, Entrepreneur | Musicians | $17M |
| 1917 | PGPepe GarzaMusician, Songwriter, Radio Programmer | Musicians | $17M |
| 1918 | SMShirley MansonSinger, Songwriter, Actress | Singers | $17M |
| 1919 | SSZASinger, Songwriter | Singers | $17M |
| 1920 | NCNadine CoyleSinger, Actress, Entrepreneur | Singers | $16.9M |
| 1921 | JAJon AndersonMusician, Singer, Songwriter | Musicians | $16.5M |
| 1922 | JBJimmy BarnesSinger, Songwriter, Author | Singers | $16.5M |
| 1923 | SBSara BareillesSinger, Songwriter, Actress, Author | Singers | $16.5M |
| 1924 | SJStephan JenkinsMusician, Songwriter, Producer | Musicians | $16.4M |
| 1925 | CCCarl CoxDJ, Music Producer, Radio Host, Entrepreneur | Producers & DJs | $16.3M |
| 1926 | DFDillon FrancisMusician, Record Producer, DJ | Producers & DJs | $16.2M |
| 1927 | JWJade WarshawMusician, Songwriter, Producer | Musicians | $16.2M |
| 1928 | CSCorey SsgMusician, Actor, Songwriter | Musicians | $16.2M |
| 1929 | PTPusha TRapper, Record Executive, Songwriter, Entrepreneur | Rappers | $16.1M |
| 1930 | ASAlan SilvestriComposer, Conductor | Producers & DJs | $16M |
| 1931 | BRBoston RicheyMusician, Songwriter | Musicians | $16M |
| 1932 | BGBrantley GilbertSinger, Songwriter, Record Producer | Singers | $16M |
| 1933 | BBBun BRapper, Actor, Lecturer | Rappers | $16M |
| 1934 | DEDJ EnvyDisc Jockey, Music Producer, Radio Host | Producers & DJs | $16M |
| 1935 | JPJay ParkSinger, Rapper, Songwriter, Record Producer, Entrepr | Singers | $16M |
| 1936 | MBMatthew BrownMusician, Songwriter | Musicians | $16M |
| 1937 | MMMikki MaseMusician, Songwriter, Investor | Musicians | $16M |
| 1938 | PLPatty LovelessCountry Music Singer, Songwriter | Singers | $16M |
| 1939 | RMRandy MeisnerMusician, Singer, Songwriter | Musicians | $16M |
| 1940 | RARauw AlejandroSinger, Songwriter | Singers | $16M |
| 1941 | ARA$AP RockyRapper, Songwriter, Record Producer | Rappers | $16M |
| 1942 | SESully ErnaMusician, Songwriter, Producer | Musicians | $16M |
| 1943 | TDTony DraperMusic executive, Entrepreneur | Producers & DJs | $16M |
| 1944 | VSValerie SimpsonSinger, Songwriter, Record Producer | Singers | $16M |
| 1945 | AJAl JardineMusician, Singer, Songwriter | Musicians | $16M |
| 1946 | CNChristian NodalSinger, Songwriter | Singers | $16M |
| 1947 | DMDarcy McQueenyMusician, Songwriter | Musicians | $16M |
| 1948 | DADJ AshbaMusician, Songwriter, Record Producer | Musicians | $16M |
| 1949 | EHEvan HainesMusician, Songwriter, Investor | Musicians | $16M |
| 1950 | HDHavoc Mobb DeepRapper, Producer, Entrepreneur | Rappers | $16M |
| 1951 | HHHilary HahnViolinist | Musicians | $16M |
| 1952 | JSJack SteeleMusician, Songwriter, Entrepreneur | Musicians | $16M |
| 1953 | JWJohn WallaceMusician, Songwriter, Producer | Musicians | $16M |
| 1954 | OSOliver SykesSinger, Songwriter, Entrepreneur | Singers | $16M |
| 1955 | RDRon DeVoeMusician, Songwriter, Actor, Entrepreneur | Musicians | $16M |
| 1956 | RRosalíaSinger-Songwriter, Actress | Singers | $16M |
| 1957 | RSRudy SarzoBassist, Author, Music Educator | Musicians | $16M |
| 1958 | SCSpicy CamMusician, Songwriter | Musicians | $16M |
| 1959 | SSuggsMusician, Songwriter, Actor, Television Personality | Musicians | $16M |
| 1960 | ABAction BronsonRapper, Writer, Chef, Television Presenter | Rappers | $16M |
| 1961 | AKAlison KraussSinger, Fiddler, Record Producer | Singers | $16M |
| 1962 | AVAndrew VanWyngardenMusician, Singer, Songwriter | Musicians | $16M |
| 1963 | BHBen HandlerMusician, Songwriter | Musicians | $16M |
| 1964 | BSBrent SeamanMusician, Songwriter, Investor | Musicians | $16M |
| 1965 | BCBurton CummingsMusician, Songwriter | Musicians | $16M |
| 1966 | CCam’ronRapper, Actor, Entrepreneur | Rappers | $16M |
| 1967 | CPChristina PerriSinger, Songwriter | Singers | $16M |
| 1968 | CHColin HayMusician, Songwriter, Actor | Musicians | $16M |
| 1969 | JCJeremy CampSinger, Songwriter, Author | Singers | $16M |
| 1970 | JHJosh HommeMusician, Songwriter, Record Producer | Musicians | $16M |
| 1971 | LBLisa BlackpinkRapper, Singer, Dancer | Rappers | $16M |
| 1972 | LLizzoSinger, Rapper, Flutist | Singers | $16M |
| 1973 | MRMatthew RamseySinger, Songwriter | Singers | $16M |
| 1974 | RHRobert HamptonMusician, Songwriter, Actor | Musicians | $16M |
| 1975 | STScott ThomasMusician, Songwriter, Businessman | Musicians | $16M |
| 1976 | SVSteve VaiGuitarist, Composer, Songwriter, Producer | Musicians | $16M |
| 1977 | ZWZakk WyldeMusician, Songwriter, Actor | Musicians | $16M |
| 1978 | JPJohnny PaycheckSinger-songwriter, musician | Singers | $15.8M |
| 1979 | MBMurda BMusician, Songwriter, Entrepreneur | Musicians | $15.7M |
| 1980 | RDRonnie DeVoeSinger, Rapper, Actor, Entrepreneur | Singers | $15.7M |
| 1981 | TRTrippie ReddRapper, Singer, Songwriter | Rappers | $15.6M |
| 1982 | JPJohn Leonard PepsiMusician, Songwriter, Investor | Musicians | $15.6M |
| 1983 | TFTed FinchMusician, Songwriter, Investor | Musicians | $15.6M |
| 1984 | CRChrisean RockMusician, Songwriter, Producer | Musicians | $15.5M |
| 1985 | JGJoshua GrossMusician, Songwriter | Musicians | $15.5M |
| 1986 | MMMatt MorrowMusician, Songwriter, Producer | Musicians | $15.5M |
| 1987 | CDCC DeVilleGuitarist, Songwriter, Actor | Musicians | $15.5M |
| 1988 | DTDerek TrucksGuitarist, Songwriter | Musicians | $15.5M |
| 1989 | JBJoshua BellViolinist, Conductor, Chamber Musician | Musicians | $15.5M |
| 1990 | JBJosh BellViolinist, Conductor | Musicians | $15.5M |
| 1991 | LMLalisa ManobanSinger, Rapper, Dancer | Singers | $15.5M |
| 1992 | MHMatthew HealyMusician, Songwriter, Producer | Musicians | $15.5M |
| 1993 | DLDrum LessonsMusician, Drummer | Musicians | $15.3M |
| 1994 | IBIan BoggsMusician, Songwriter | Musicians | $15.3M |
| 1995 | RSRicky SkaggsMusician, Producer, Entrepreneur | Musicians | $15.3M |
| 1996 | LPLeigh-Anne PinnockSinger, Songwriter, Entrepreneur | Singers | $15.2M |
| 1997 | NRNicola RobertsSinger, Songwriter, Actress, Entrepreneur | Singers | $15.2M |
| 1998 | ADAlesha DixonSinger, Dancer, Rapper, Model, Television Personalit | Singers | $15.2M |
| 1999 | HSHelen ShapiroSinger, Actress, Author | Singers | $15.2M |
| 2000 | MSMark Wright Sr.Musician, Songwriter, Real Estate Investor, Entrepre | Musicians | $15.2M |