| 2001 | SBSteve BordenProfessional Wrestler, Actor, Author | Combat Sports | $15M |
| 2002 | TCTex CobbBoxer, Actor, Martial Artist | Combat Sports | $15M |
| 2003 | THTommy HaasProfessional Tennis Player (Retired), Businessman | Tennis | $15M |
| 2004 | TRTrent RichardsonFormer NFL Player, Businessman | Football (NFL) | $15M |
| 2005 | TGTyson GaySprinter, Athlete | Other Sport | $15M |
| 2006 | VDVince DooleyFootball Player, Coach, Athletic Director, Author | Football (NFL) | $15M |
| 2007 | VPVince Van PattenActor, Tennis Player, Commentator | Tennis | $15M |
| 2008 | MSMike SchmidtFormer Professional Baseball Player, Broadcaster | Baseball | $15M |
| 2009 | ADAdrian DantleyProfessional Basketball Player, Coach | Basketball | $15M |
| 2010 | AJAl Unser Jr.Professional Racing Driver, Businessman | Motorsport | $15M |
| 2011 | AWAndre WardProfessional Boxer (Retired), Boxing Commentator | Combat Sports | $15M |
| 2012 | BABabar AzamCricketer | Other Sport | $15M |
| 2013 | BBBill O'BrienFootball Coach, Coordinator | Other Sport | $15M |
| 2014 | BRBill RussellBasketball Player, Coach, Broadcaster, Author | Basketball | $15M |
| 2015 | BKBobby KnightBasketball Coach, Author, Broadcaster | Basketball | $15M |
| 2016 | BZBobby ZamoraProfessional Footballer, Media Personality | Soccer | $15M |
| 2017 | BHBob HannahFormer Motocross Racer, Coach, Commentator, Business | Motorsport | $15M |
| 2018 | BHBob HugginsCollege Basketball Coach | Basketball | $15M |
| 2019 | BKBob KnightBasketball Coach, Sports Commentator, Author | Basketball | $15M |
| 2020 | BFBrad FittlerFormer Rugby League Player, Coach, Media Personality | Other Sport | $15M |
| 2021 | BVBrett VeachGeneral Manager, Kansas City Chiefs | Other Sport | $15M |
| 2022 | BCBrian CushingFormer NFL Linebacker | Football (NFL) | $15M |
| 2023 | BHBrian HarmanProfessional Golfer | Golf | $15M |
| 2024 | BGBud GrantFormer NFL Head Coach, Professional Athlete, Consult | Football (NFL) | $15M |
| 2025 | CLCharles LeclercFormula 1 Driver | Motorsport | $15M |
| 2026 | DWDamien WoodyFormer NFL Player, ESPN Analyst | Football (NFL) | $15M |
| 2027 | DCDan CampbellFootball Player, Coach | Football (NFL) | $15M |
| 2028 | DMDaryl MoreyBasketball Executive, General Manager, President of | Basketball | $15M |
| 2029 | DDDavid DellucciFormer MLB Player, Businessman, Broadcaster | Baseball | $15M |
| 2030 | DDDavid DuvalProfessional Golfer, Broadcaster | Golf | $15M |
| 2031 | DPDiamond Dallas PageProfessional Wrestler, Actor, Yoga Instructor, Entre | Combat Sports | $15M |
| 2032 | DGDon GarlitsDrag Racer, Entrepreneur | Motorsport | $15M |
| 2033 | DWDon "The Dragon" WilsonKickboxer, Actor, Businessman | Combat Sports | $15M |
| 2034 | DFDoug FlutieFormer professional football player, sports analyst | Football (NFL) | $15M |
| 2035 | ESErik SpoelstraBasketball Coach | Basketball | $15M |
| 2036 | FCFranco ColumbuBodybuilder, Actor, Chiropractor, Entrepreneur | Other Sport | $15M |
| 2037 | GAGeno AuriemmaBasketball Coach | Basketball | $15M |
| 2038 | GBGeoff BodineRace Car Driver, Entrepreneur | Motorsport | $15M |
| 2039 | GFGigi FernándezProfessional Tennis Player, Coach, Entrepreneur | Tennis | $15M |
| 2040 | GHGlenn HoddleFootball Player, Manager, Pundit, Author | Football (NFL) | $15M |
| 2041 | HGHank GoldbergSports Commentator, Analyst | Other Sport | $15M |
| 2042 | HHHank HaneyGolf Instructor, Author, Businessman | Golf | $15M |
| 2043 | HSHugo SanchezFootballer, Manager, Analyst | Soccer | $15M |
| 2044 | JLJamal LewisFormer NFL Player, Entrepreneur | Football (NFL) | $15M |
| 2045 | JMJames McDonaldJockey | Other Sport | $15M |
| 2046 | JDJason DufnerProfessional Golfer | Golf | $15M |
| 2047 | JTJayne TorvillFigure Skater, Coach, Choreographer, Television Pers | Other Sport | $15M |
| 2048 | JMJerick McKinnonProfessional NFL Player | Football (NFL) | $15M |
| 2049 | JJJoe JoyceProfessional Boxer | Combat Sports | $15M |
| 2050 | JMJoe MixonProfessional Football Player | Football (NFL) | $15M |
| 2051 | JBJohnny BenchProfessional Baseball Player (Retired), Broadcaster | Baseball | $15M |
| 2052 | JIJohn IsnerProfessional Tennis Player | Tennis | $15M |
| 2053 | JVJonathan VilmaFormer NFL Linebacker, Sports Analyst, Entrepreneur | Football (NFL) | $15M |
| 2054 | JCJordan CameronFormer NFL Player, Investor | Football (NFL) | $15M |
| 2055 | JCJorge CamposProfessional Footballer (Retired), Entrepreneur, Com | Soccer | $15M |
| 2056 | JPJorge PáezProfessional Boxer, Actor, Reality TV Star, Host | Combat Sports | $15M |
| 2057 | JJJosh JacobsProfessional Football Player | Football (NFL) | $15M |
| 2058 | KWK.J. WrightFormer NFL Player, Businessman, Philanthropist | Football (NFL) | $15M |
| 2059 | KSKatie SmithProfessional Basketball Player (Retired), Coach | Basketball | $15M |
| 2060 | KTKostya TszyuProfessional Boxer (Retired), Coach, Mentor | Combat Sports | $15M |
| 2061 | LBLaMelo BallProfessional Basketball Player | Basketball | $15M |
| 2062 | LELarry EnglishFormer NFL Player, Entrepreneur | Football (NFL) | $15M |
| 2063 | LMLes MilesFootball Coach, Sports Analyst | Other Sport | $15M |
| 2064 | MJMac JonesProfessional American Football Player | Football (NFL) | $15M |
| 2065 | MHMarie Osmond's HusbandFormer Professional Basketball Player, Businessman | Basketball | $15M |
| 2066 | MEMario ElieRetired NBA Player, NBA Coach | Basketball | $15M |
| 2067 | MGMark GraceProfessional Baseball Player, Broadcaster | Baseball | $15M |
| 2068 | MFMarshall FaulkProfessional Football Player (Retired), Broadcaster, | Football (NFL) | $15M |
| 2069 | MBMartin BraithwaiteProfessional Footballer | Soccer | $15M |
| 2070 | MSMatt ShirvingtonFormer Sprinter, Sports Broadcaster | Other Sport | $15M |
| 2071 | MRMicah RichardsFormer Professional Footballer, Football Analyst | Soccer | $15M |
| 2072 | MCMichael CarbajalProfessional Boxer (Retired), Entrepreneur | Combat Sports | $15M |
| 2073 | MOMichael OlowokandiFormer Professional Basketball Player | Basketball | $15M |
| 2074 | MWMichelle WieProfessional Golfer, Entrepreneur | Golf | $15M |
| 2075 | MJMike JoySports Broadcaster | Other Sport | $15M |
| 2076 | MPMike PounceyFormer NFL Player (Center and Guard) | Football (NFL) | $15M |
| 2077 | MTMike TiricoSports Broadcaster | Other Sport | $15M |
| 2078 | MBMookie BlaylockRetired Professional Basketball Player | Basketball | $15M |
| 2079 | MBMuggsy BoguesProfessional Basketball Player (Retired), Coach, Ent | Basketball | $15M |
| 2080 | NBNate BurlesonFormer NFL Player, Sports Broadcaster, Television Ho | Football (NFL) | $15M |
| 2081 | NRNate RobinsonProfessional Basketball Player (Retired), Actor, Ent | Basketball | $15M |
| 2082 | NHNathan HindmarshRetired Rugby League Player, Media Personality | Other Sport | $15M |
| 2083 | NBNick BollettieriTennis Coach, Author, Speaker | Tennis | $15M |
| 2084 | NCNick ChubbProfessional Football Player | Football (NFL) | $15M |
| 2085 | NRNolan RichardsonBasketball Coach, Public Speaker, Commentator | Basketball | $15M |
| 2086 | PBPatrick BeverlyProfessional Basketball Player | Basketball | $15M |
| 2087 | PSPat Mahomes Sr.Former MLB Pitcher | Baseball | $15M |
| 2088 | PCPat CashFormer Tennis Player, Coach, Sports Commentator | Tennis | $15M |
| 2089 | PNPaul Swan NASCARNASCAR Driver | Motorsport | $15M |
| 2090 | PEPhil EspositoProfessional Ice Hockey Player, Coach, Executive, Br | Other Sport | $15M |
| 2091 | RCRandall CunninghamFormer NFL Quarterback, High School Football Coach, | Football (NFL) | $15M |
| 2092 | RCRandall Tex CobbBoxer, Actor | Combat Sports | $15M |
| 2093 | RMRay "Boom Boom" ManciniProfessional Boxer, Actor, Entrepreneur | Combat Sports | $15M |
| 2094 | RBRay BuchananFormer NFL Player, Businessman, Sports Analyst | Football (NFL) | $15M |
| 2095 | RIRG IIIProfessional Athlete (NFL Quarterback) | Football (NFL) | $15M |
| 2096 | RHRoman HarperFormer NFL Player, Sports Analyst, Investor | Football (NFL) | $15M |
| 2097 | RHRui HachimuraProfessional Basketball Player | Basketball | $15M |
| 2098 | SASam AchoProfessional Football Player, Analyst, Author | Football (NFL) | $15M |
| 2099 | SMSony MichelProfessional Football Player | Football (NFL) | $15M |
| 2100 | SHStephen HendryProfessional Snooker Player, Commentator, Author | Other Sport | $15M |