The Hitters
Despite his involvement in the “Black Sox” scandal, Joe Jackson still figures to be a force in the tournament. He is a clear favorite in this season that features several Hall-of-Famers, including Vladimir Guerrero, Ron Santo, and Billy Herman. There will also be competition from Jim Wynn, Andrew McCutchen, Bill Bruton, and the speedy Darby O’Brien. As per usual, the top 4 finishers and those above .500 move on automatically to Round 7.
Learn more about the Round 5 pitchers
Joe Jackson Round One S62 Round Two Round 3 S3 Round 4 | W – L 122-32 BYE 108-46 BYE | ![]() |
Jim Wynn Round One S30 Round Two S9 Round 3 S55 Round 4 | W – L 72-82 98-56 95-59 BYE | ![]() |
Andrew McCutchen Round One S12 Round Two Round 3 S31 Round 4 | W – L 100-54 BYE 86-68 BYE | ![]() |
Vladimir Guerrero Round One S12 Round Two Round 3 S31 Round 4 | W – L 85-69 BYE 81-73 BYE | ![]() |
Ron Santo Round One S14 Round Two S13 Round 3 S9 Round 4 | W – L 65-89 91-63 77-76 BYE | ![]() |
Bill Bruton Round One S68 Round Two Round 3 S43 Round 4 S16 | W – L 81-73 BYE 74-79 BYE | ![]() |
Billy Herman Round One S28 Round Two S29 Round 3 S39 Round 4 S9 | W – L 69-85 78-76 71-83 84-70 | ![]() |
Darby O’Brien Round One S5 Round Two S18 Round 3 S2 Round 4 S18 | W – L 72-82 89-65 65-89 78-76 | ![]() |
The Results

Joe Jackson went 24-11 down the stretch to sneak by Andrew McCutcheon and take the league flag. Santo cruised into third while Guerrero picked up his 77th win to qualify and then promptly lost his last nine games. Jim Wynn just missed, losing his final game of the season. He and Herman, Bruton, and O’Brien take their chances in one of the Round 6 elimination leagues.

Season Highlights
- Joe Jackson was definitely the hitting star, leading second place by over 50 points in batting average with .332. Jackson2 set the pace with a healthy .375
- Jim Wynn9 and Wynn6 tied for the league lead in homers with 36.
- Darby O’Brien2 had a 6-hit day, going 6-7 including a 12th inning, walk-off, game-winning double vs Billy Herman.
- Joe Jackson99 hit for the cycle and had 7 RBI in a game against Ron Santo.
- Red Faber6 of the Ron Santo team struck out 15 Darby O’Briens in only 7 1/3 innings before getting relief help from Francisco Rodriguez.
No-Hitters
None