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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Brentonathan Rembeverwinkle | 14.66 | 2038-2042 | |
| 2 | Andrew Berry | 14.52 | 2038-2042 | |
| 3 | Yup Yuppers | 14.39 | 2042-2045 | |
| 4 | Jay Bolt# | 13.41 | 2062-2066 | |
| 5 | Donnie Applegate | 12.56 | 2042-2046 | |
| 6 | Dustin Johnson | 12.23 | 2043-2045 | |
| 7 | Kristov Kripokrasov | 12.11 | 2040-2043 | |
| 8 | Harley Quinn# | 12.03 | 2054-2057 | |
| 9 | Rob Littleton# | 11.96 | 2065-2067 | |
| 10 | Tom Ato | 11.95 | 2030-2033 | |
| 11 | Elliot Alderson* | 11.83 | 2036-2038 | |
| 12 | Steve Duke# | 11.46 | 2062-2066 | |
| 13 | Stevie Steve | 11.13 | 2041-2045 | |
| 14 | Garrus Vakarian | 10.65 | 2046-2048 | |
| 15 | Johnny Pluto | 10.57 | 2035-2037 | |
| 16 | Leonidas Ruiz# | 10.43 | 2057-2059 | |
| 17 | Skyler Strobel Jr. | 10.32 | 2051-2054 | |
| 18 | Stellan Apollo | 10.17 | 2048-2050 | |
| 19 | Dan Halen | 9.98 | 2031-2033 | |
| 20 | Bandit Heeler# | 9.85 | 2065-2068 | |
| 21 | Timothy Jimothy Jr | 9.84 | 2058-2062 | |
| 22 | Alex Frank | 9.64 | 2037-2041 | |
| 23 | Fureemu Jobu# | 9.61 | 2061-2064 | |
| 24 | Forrest Gump | 9.53 | 2041-2044 | |
| 25 | Jose FortyThreeAndAQuarter# | 9.47 | 2054-2056 | |
| 26 | Dusty Wilson | 9.31 | 2049-2053 | |
| 27 | Alaskan Bull-Worm# | 9.17 | 2059-2061 | |
| 28 | Gerald Lim | 9.05 | 2033-2038 | |
| 29 | Nobid E Nokrym | 8.99 | 2060-2064 | |
| 30 | Toot Blan | 8.78 | 2036-2038 | |
| 31 | Daniel Martinez | 8.68 | 2044-2047 | |
| 32 | Hieronymus Flex | 8.62 | 2042-2044 | |
| 33 | Ridgeciano Bananenboom | 8.57 | 2052-2054 | |
| 34 | Hector Salamanca | 8.55 | 2048-2052 | |
| 35 | Thomas Argent | 8.50 | 2057-2061 | |
| 36 | Cade Munson | 8.47 | 2034-2035 | |
| 37 | P.J Prosper# | 8.41 | 2062-2064 | |
| 38 | Zodiac Bluesky | 8.40 | 2051-2054 | |
| 39 | Bobby Roode* | 8.36 | 2043-2045 | |
| 40 | Ernie Whitt* | 8.33 | 2039-2041 | |
| 41 | Ernie Harwell | 8.31 | 2039-2041 | |
| 42 | Gleyber Tourizz | 8.02 | 2055-2058 | |
| 42 | Brendon McCullum | 8.02 | 2033-2037 | |
| 44 | Nael Lavoie | 7.94 | 2045-2047 | |
| 45 | Santiago Benito | 7.59 | 2054-2056 | |
| 46 | Mengie Brolina# | 7.55 | 2064-2066 | |
| 46 | Aaron Rhysand III# | 7.55 | 2066-2068 | |
| 48 | Bunting Bidoof | 7.41 | 2046-2050 | |
| 49 | Daniel Plainview# | 7.24 | 2062-2064 | |
| 50 | Bighurt Thomas# | 7.08 | 2059-2061 | |
| 51 | Avada Kedavra# | 7.02 | 2062-2063 | |
| 52 | Lenny Longpipe | 6.90 | 2048-2050 | |
| 53 | Barnabas Hammerman | 6.89 | 2049-2051 | |
| 54 | Duke Thomas | 6.60 | 2030-2031 | |
| 55 | Randy Drumbo | 6.57 | 2026-2031 | |
| 56 | Steven Moore Jr# | 6.50 | 2065-2068 | |
| 57 | Ryusei Makunouchi | 6.48 | 2026-2031 | |
| 58 | Refugio Castro | 6.41 | 2022-2024 | |
| 59 | Sha Dynasty# | 6.39 | 2059-2061 | |
| 59 | Benito Alomar | 6.39 | 2037-2038 | |
| 61 | Brian Payne# | 6.28 | 2066-2068 | |
| 62 | Tunch Denstro* | 5.97 | 2050-2052 | |
| 63 | Carlos Krashwagen | 5.69 | 2034-2035 | |
| 64 | Tedford Woofington Jr.# | 5.52 | 2060-2061 | |
| 65 | Griffin Berry# | 5.48 | 2058-2062 | |
| 66 | Jose Slothseco* | 5.45 | 2042-2043 | |
| 67 | Hendrix Lamar | 5.38 | 2025-2026 | |
| 68 | Lunchbox McGrath | 5.35 | 2032-2033 | |
| 69 | Waxillium Summers# | 5.31 | 2066-2068 | |
| 70 | Harden Long | 5.27 | 2034-2036 | |
| 71 | Scott McNeily# | 5.22 | 2058-2060 | |
| 72 | Brandon Fry | 4.94 | 2034-2035 | |
| 73 | Xavier McMagic | 4.85 | 2054-2056 | |
| 74 | Dustin Nash | 4.84 | 2054-2056 | |
| 75 | Gus Beavers# | 4.80 | 2065-2068 | |
| 76 | Jasper Clayton | 4.65 | 2023-2024 | |
| 77 | Girth Papi | 4.61 | 2051-2055 | |
| 78 | Cryus Kidd | 4.53 | 2057-2061 | |
| 79 | Bane Cadus | 4.49 | 2046-2048 | |
| 80 | Troy Dominik | 4.48 | 2038-2040 | |
| 81 | Elwood Hayes | 4.40 | 2049-2051 | |
| 82 | Tony Franzonello | 4.30 | 2051-2055 | |
| 83 | Sam Sung Jr. | 4.23 | 2046-2048 | |
| 84 | Gabriel Katcher-Scudder# | 4.21 | 2057-2058 | |
| 85 | Zack Mouse | 4.08 | 2035-2037 | |
| 86 | Stuart Westerkamp | 4.04 | 2021-2027 | |
| 87 | Betty Bailey | 4.01 | 2028-2030 | |
| 88 | Eiffej Kove | 3.97 | 2054-2055 | |
| 89 | Ben Dover | 3.88 | 2034-2036 | |
| 90 | Richard Diamond | 3.87 | 2045-2047 | |
| 91 | Chimp d'Zhu | 3.86 | 2031-2033 | |
| 92 | Adison Hall | 3.73 | 2055-2056 | |
| 93 | Christopher Breu | 3.65 | 2033-2034 | |
| 94 | Chess Symmes | 3.62 | 2038-2039 | |
| 95 | Jeff Hopkins# | 3.19 | 2064-2065 | |
| 96 | Lenard Graf | 3.13 | 2047-2048 | |
| 97 | Jake Obermueller | 3.12 | 2040-2042 | |
| 98 | Kami Toman | 3.08 | 2049-2050 | |
| 99 | Jason Ladley# | 3.04 | 2053-2054 | |
| 100 | Ninten Tachibana | 3.01 | 2030-2032 |
