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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | R | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ted Hitchcock [BOT]# | 628 | 2062-2077 | |
| 2 | Alyssa Jakob | 337 | 2054-2058 | |
| 3 | Badan Boujee | 318 | 2038-2042 | |
| 3 | Jared Keeso | 318 | 2073-2077 | |
| 5 | Steve Gonzales Jr | 302 | 2055-2059 | |
| 6 | Boyz II Chess Back Again# | 295 | 2069-2072 | |
| 7 | Tonk Mato | 285 | 2065-2068 | |
| 8 | Cam'Ron Bailey III | 279 | 2062-2065 | |
| 9 | Big Vito* | 276 | 2046-2049 | |
| 10 | Coleman Carver# | 270 | 2074-2078 | |
| 11 | Chris Cash Jr.# | 259 | 2076-2079 | |
| 12 | Javithony Brizzo | 256 | 2042-2045 | |
| 13 | Jordan Beauchamp-Reyes | 255 | 2046-2048 | |
| 14 | Samuel Sheeping# | 250 | 2075-2079 | |
| 15 | Jordan Beauchamp-Reyes II | 244 | 2050-2053 | |
| 16 | Kay Faraday | 243 | 2040-2043 | |
| 16 | Ozzie Robinson | 243 | 2072-2075 | |
| 18 | Kingsley Hoodlum-Havoc# | 240 | 2061-2064 | |
| 19 | Larry B. Burnside | 236 | 2047-2049 | |
| 19 | Red Panda | 236 | 2058-2062 | |
| 21 | Nate Nitro* | 232 | 2053-2055 | |
| 22 | Daniel Archer | 226 | 2057-2061 | |
| 23 | Philip Alou* | 225 | 2056-2058 | |
| 24 | Jody Quinn Jr. | 213 | 2070-2074 | |
| 25 | Mikey Hinckley# | 206 | 2065-2068 | |
| 25 | Dan King | 206 | 2037-2040 | |
| 27 | Cal Pico | 201 | 2055-2058 | |
| 28 | Jake Kulik-Warren | 197 | 2051-2053 | |
| 29 | Firefly Boy# | 192 | 2071-2073 | |
| 30 | Paulo Zalewski# | 191 | 2069-2071 | |
| 31 | Dylan Hodge | 190 | 2036-2038 | |
| 31 | Dusty Stradley | 190 | 2045-2047 | |
| 33 | Mariusz Berezowski | 189 | 2057-2061 | |
| 33 | Dazen Guile | 189 | 2060-2062 | |
| 35 | Dan Bacle | 188 | 2065-2068 | |
| 36 | Tung Tung Tung Sahur# | 187 | 2074-2076 | |
| 37 | Goren Emes | 185 | 2062-2064 | |
| 38 | TGP* | 184 | 2046-2048 | |
| 38 | Riley Tiffielder | 184 | 2022-2026 | |
| 40 | Nash deVille | 183 | 2059-2061 | |
| 41 | Justin Justice | 182 | 2048-2052 | |
| 41 | Dante Lopez | 182 | 2065-2069 | |
| 43 | Nero Esposito | 180 | 2033-2035 | |
| 44 | Caleb Marko | 179 | 2046-2050 | |
| 44 | Lionel McSkallywags# | 179 | 2077-2079 | |
| 46 | Nigel Ortega | 178 | 2042-2044 | |
| 47 | Kobe Frobe-Kobe | 177 | 2049-2052 | |
| 48 | Jesse Dinker | 176 | 2064-2068 | |
| 48 | Arya Harper | 176 | 2060-2061 | |
| 50 | Maple Dogwood | 175 | 2054-2056 | |
| 51 | Udo Bonga | 174 | 2062-2064 | |
| 52 | Vince Whirlwind | 172 | 2058-2061 | |
| 53 | Avery Acres | 170 | 2070-2073 | |
| 54 | Slammin' Sammy Michaels | 166 | 2030-2032 | |
| 55 | Ryan Dinger# | 163 | 2066-2069 | |
| 56 | Scottie Stirling | 161 | 2060-2061 | |
| 57 | Stick Man | 160 | 2066-2070 | |
| 58 | Shrimp McDaniel | 159 | 2060-2062 | |
| 58 | Muckers O'Houlihan | 159 | 2040-2042 | |
| 60 | Adelbert Steiner | 157 | 2054-2056 | |
| 61 | Jose Forty-Three Sr. | 156 | 2043-2046 | |
| 62 | Mason Morgan | 152 | 2048-2049 | |
| 62 | Philip Stein | 152 | 2034-2036 | |
| 64 | Thomas Saint-John# | 150 | 2075-2078 | |
| 65 | Jarratt Gofford | 147 | 2040-2041 | |
| 65 | Crowbar Theeks | 147 | 2035-2039 | |
| 67 | Noah Hartmann Jr | 143 | 2049-2052 | |
| 67 | Skoomina Hulk a Votto | 143 | 2054-2056 | |
| 69 | Joshua Bolton | 142 | 2049-2052 | |
| 69 | Dom Drozdov | 142 | 2036-2037 | |
| 71 | Matt Dubson | 139 | 2045-2046 | |
| 72 | Michael Ramm | 138 | 2062-2064 | |
| 73 | Patrick Eshenbaugh# | 136 | 2068-2070 | |
| 74 | Arthur Dent | 135 | 2070-2072 | |
| 74 | Bambi No# | 135 | 2064-2066 | |
| 76 | Mustard M. Mustard | 134 | 2049-2051 | |
| 76 | Randy Myth | 134 | 2035-2039 | |
| 78 | Javier Bolívar | 132 | 2052-2054 | |
| 79 | Dee Na'Meetay* | 129 | 2050-2052 | |
| 80 | Tommy Killfigure# | 128 | 2076-2079 | |
| 80 | Ynot Kove | 128 | 2054-2055 | |
| 80 | Paddington Von Pippington# | 128 | 2073-2075 | |
| 83 | Ángel de la Fuerte# | 127 | 2071-2073 | |
| 84 | Willie Colón* | 125 | 2033-2035 | |
| 84 | Matthew Edwards | 125 | 2036-2040 | |
| 86 | Dandy Chiggins Jr. | 124 | 2027-2029 | |
| 86 | Cillian O'Rae# | 124 | 2076-2079 | |
| 88 | Rake Slammer* | 123 | 2052-2053 | |
| 88 | Jameis Winston | 123 | 2030-2032 | |
| 90 | Bradley Wellerman | 122 | 2060-2061 | |
| 91 | Sweet Sweet Ganjasmoke# | 118 | 2076-2078 | |
| 91 | Orion Kirkby | 118 | 2035-2038 | |
| 91 | Cookie Monster | 118 | 2049-2050 | |
| 94 | Tristan Cameron | 116 | 2023-2024 | |
| 94 | Buddy Cooper | 116 | 2028-2029 | |
| 96 | Total Dial# | 115 | 2072-2075 | |
| 97 | C.J. Broussard | 114 | 2044-2047 | |
| 97 | Aaron Ford | 114 | 2048-2053 | |
| 99 | Giannis Kroustis | 113 | 2038-2040 | |
| 99 | Cesar Suave | 113 | 2039-2041 |
