| 2001 | MMMichael MaliceCultural Commentator, Author, Podcaster | Journalists | $1M |
| 2002 | SWSybil WilkesRadio Personality, Author | Radio | $1M |
| 2003 | VMVanessa MaciasBroadcaster, Reality TV Personality, Philanthropist | Reality TV | $1M |
| 2004 | HVHeidi VoightNews Anchor, Journalist | Radio | $1M |
| 2005 | ZRZach RoloffReality TV Star, Entrepreneur, Social Media Influenc | Reality TV | $1M |
| 2006 | DCDave CarraroProfessional Fisherman, Television Personality | Reality TV | $950K |
| 2007 | EBEd "Big Ed" BrownReality TV Star, Photographer, Influencer, Entrepren | Reality TV | $950K |
| 2008 | CRCaptain Lee RosbachCaptain, TV Personality, Author | Reality TV | $950K |
| 2009 | NBNikki BabyTelevision Personality, Model, Entrepreneur | Reality TV | $950K |
| 2010 | EREmily RiedelGold Miner, Reality TV Star, Opera Singer | Reality TV | $900K |
| 2011 | CCCaryn ChandlerReality TV Star, Businesswoman | Reality TV | $900K |
| 2012 | NFNanny FayeReality TV Personality | Reality TV | $900K |
| 2013 | LWLiz WoodsReality TV Star, Musician, Entrepreneur | Reality TV | $900K |
| 2014 | GRGeorgi RusevFitness Trainer, Reality TV Star | Reality TV | $900K |
| 2015 | JHJosie HarrisEntrepreneur, Author, Reality TV Personality | Reality TV | $900K |
| 2016 | KMKayla MortonStreet Racer, TV Personality | Reality TV | $900K |
| 2017 | MBMia BoardmanReality TV Star, Influencer, Entrepreneur | Reality TV | $900K |
| 2018 | RMRod ManningOpal Hunter, Reality TV Star | Reality TV | $900K |
| 2019 | CHChelsey HarwoodReality TV Star, Social Media Influencer, Entreprene | Reality TV | $864K |
| 2020 | KBKody BrownReality TV Star, Business Owner | Reality TV | $830K |
| 2021 | DBDr. BlueVeterinarian, TV Personality | Reality TV | $825K |
| 2022 | ANApollo NidaReality TV Personality, Businessman | Reality TV | $800K |
| 2023 | CJChrissy Lampkin and Jim JonesReality TV Star, Entrepreneur | Reality TV | $770K |
| 2024 | PSPete SandifordTelevision Personality | Reality TV | $762K |
| 2025 | RLRaquel LevissReality TV Star, Model | Reality TV | $750K |
| 2026 | KMKacie McDonnellJournalist, Television Host | Journalists | $750K |
| 2027 | BPBristol PalinReality Television Personality, Public Speaker, Real | Reality TV | $750K |
| 2028 | TLTommie LeeReality TV Star, Entrepreneur, Musician | Reality TV | $750K |
| 2029 | CHColleen HaskellTelevision Personality, Actress, Producer | Reality TV | $740K |
| 2030 | CMCasey McManusFisherman, Television Personality | Reality TV | $730K |
| 2031 | DCDave CanterburySurvival Expert, Author, Reality TV Star | Reality TV | $725K |
| 2032 | ARAllysa RoseReality TV Star, Automotive Enthusiast, Entrepreneur | Reality TV | $700K |
| 2033 | JRJeremy RoloffTV Personality, Author, Entrepreneur | Reality TV | $700K |
| 2034 | NNNatalie NunnReality TV Star, Entrepreneur, Author | Reality TV | $700K |
| 2035 | STSteven Ray TickleReality TV Star, Carpenter, Moonshiner | Reality TV | $700K |
| 2036 | BABig AngReality TV Personality, Entrepreneur | Reality TV | $700K |
| 2037 | RBRobyn BrownTelevision Personality, Entrepreneur | Reality TV | $700K |
| 2038 | DDDrew DanielReality TV Star, Marketing Professional | Reality TV | $700K |
| 2039 | TJTahiry JoseReality Television Star, Model, Entrepreneur | Reality TV | $685K |
| 2040 | WCWarwick CapperFormer AFL Player, Media Personality, Businessman | Reality TV | $660K |
| 2041 | EDErica DixonTelevision Personality, Entrepreneur, Author | Reality TV | $650K |
| 2042 | NGNany GonzalezReality TV Star, Influencer | Reality TV | $650K |
| 2043 | JOJosh OwensReality TV Star, Moonshiner, Motorbike Racer, Carpen | Reality TV | $650K |
| 2044 | MMeatyTelevision Personality, Mascot | Reality TV | $650K |
| 2045 | CGCara GeswelliReality Television Star, Influencer, Businesswoman | Reality TV | $650K |
| 2046 | DLDonna LombardiTattoo Artist, Reality TV Star | Reality TV | $650K |
| 2047 | MAMichael AllioEntrepreneur, Reality TV Star | Reality TV | $650K |
| 2048 | CMChase MorrillCarpenter, Reality TV Star | Reality TV | $640K |
| 2049 | MHMarlo HamptonReality TV Star, Entrepreneur, Fashion Influencer | Reality TV | $630K |
| 2050 | PJPedro JimenoReality TV Star, Personal Trainer | Reality TV | $630K |
| 2051 | CMChrissy MonroeReality TV Star, Model, Entrepreneur | Reality TV | $620K |
| 2052 | FCFaye ChrisleyReality TV Personality | Reality TV | $620K |
| 2053 | MWMalia WhiteYacht Captain, Reality TV Star | Reality TV | $620K |
| 2054 | JJustinRadio Personality | Radio | $620K |
| 2055 | ACAnna CardwellReality TV Star, Influencer | Reality TV | $600K |
| 2056 | LSLauryn 'Pumpkin' ShannonReality TV Star, Influencer | Reality TV | $600K |
| 2057 | MPMatt PaxtonCleaning Expert, Entrepreneur, Television Personalit | Reality TV | $600K |
| 2058 | JDJosh "Doughboy" DayStreet Racer, Reality TV Star | Reality TV | $600K |
| 2059 | CGCara GosselinReality TV Personality, Student | Reality TV | $600K |
| 2060 | DLDaisy LewellynTelevision Personality, Author, Fashion Stylist | Reality TV | $600K |
| 2061 | GVGlenn VilleneuveReality TV Star, Subsistence Hunter | Reality TV | $600K |
| 2062 | MGMady GosselinReality TV Star, Social Media Influencer, Student | Reality TV | $600K |
| 2063 | RCRyan CulbersonReality TV Personality, Entrepreneur, Real Estate In | Reality TV | $600K |
| 2064 | THTsehay HawkinsPerformer, Dancer, TV Personality | Reality TV | $600K |
| 2065 | ABAmi BrownReality Television Star, Author | Reality TV | $600K |
| 2066 | TCTerence CandellTeacher, Author, Reality TV Personality | Reality TV | $600K |
| 2067 | SASue AikensReality TV Star, Entrepreneur | Reality TV | $600K |
| 2068 | JPJacob PayneReality TV Star, Entrepreneur | Reality TV | $600K |
| 2069 | JMJosh MoonshinersTelevision Personality, Moonshiner | Reality TV | $600K |
| 2070 | KCKyle ChrisleyReality TV Personality, Musician, Businessman | Reality TV | $600K |
| 2071 | DNDavid NortonReality TV Star, Business Professional | Reality TV | $600K |
| 2072 | NSNettie StanleyReality TV Star, Entrepreneur | Reality TV | $600K |
| 2073 | TMTickle MoonshinerReality TV Star, Moonshiner | Reality TV | $600K |
| 2074 | CLChase LooneyCarpenter, Television Personality, Business Owner, M | Reality TV | $600K |
| 2075 | DDukeTelevision Personality, Contractor | Reality TV | $600K |
| 2076 | MTMike TokarsJournalist, Advocate for Victims' Rights | Journalists | $600K |
| 2077 | AWAmerican Gypsy WeddingReality TV Star, Entrepreneur, Influencer | Reality TV | $580K |
| 2078 | RFRyder FieriStudent, TV Personality | Reality TV | $550K |
| 2079 | CEChantel EverettReality TV Star, Registered Nurse | Reality TV | $550K |
| 2080 | FRFrankie RoselloReality TV Personality | Reality TV | $550K |
| 2081 | ASAesha ScottChief Stewardess, Reality TV Star | Reality TV | $550K |
| 2082 | KSKarina SeabrookReality TV Star, Social Media Influencer | Reality TV | $550K |
| 2083 | LBLaura BellizziReality TV Personality, Model, Entrepreneur | Reality TV | $550K |
| 2084 | RERyan EdwardsReality TV Personality, Entrepreneur | Reality TV | $550K |
| 2085 | CJCely and JohnnyReality TV Star, Singer | Reality TV | $550K |
| 2086 | LGLance GatcombCarpenter, Reality TV Star | Reality TV | $550K |
| 2087 | BBBrooke BoneyJournalist, Television Presenter | Journalists | $550K |
| 2088 | HGHannah GosselinReality TV Star, Social Media Influencer | Reality TV | $550K |
| 2089 | MBMattie Lynn BreauxReality TV Star, Entrepreneur | Reality TV | $550K |
| 2090 | MYMike YoungquistFarmer, Reality TV Personality | Reality TV | $550K |
| 2091 | NPNilsa ProwantReality TV Star, Entrepreneur, Influencer | Reality TV | $550K |
| 2092 | PPPickle from Swamp PeopleReality TV Star, Alligator Hunter | Reality TV | $550K |
| 2093 | GMGary MuehlbergerReality TV Star, Fisherman, Woodworker | Reality TV | $550K |
| 2094 | VSVivi-Anne SteinDancer, Reality TV Star | Reality TV | $550K |
| 2095 | LGLeslie GoldenReality TV Star, Social Media Influencer | Reality TV | $550K |
| 2096 | LTLinh TruongMeteorologist | Radio | $550K |
| 2097 | LJLisa JonesAnimal Care Specialist, Reality TV Personality | Reality TV | $550K |
| 2098 | JOJosh Owens (Moonshiners)Reality TV Star, Moonshiner | Reality TV | $535K |
| 2099 | AIAshley IaconettiReality TV Star, Podcaster, Entrepreneur | Reality TV | $530K |
| 2100 | KWKatrina WeidmanParanormal Investigator, Television Personality | Reality TV | $530K |