Round One S30

Derek Jeter Swinging

In continuing Round One action, almost Hall-of-Famer Derek Jeter and actual HOFer Richie Ashburn take on dead-ballers Tommy Leach and George Stone as well as Babe Herman, Jim Wynn, Tommy Harper, and Jeromy Burnitz.

The Hitters

Derek-Jeter-Card Baseballs Greatest Player Playoff

Any fan of current baseball will at least be familiar with Derek Jeter. A fourteen-time All-Star for the New York Yankees, Jeter rang up some impressive numbers in his 20-year career:

Derek Jeter's Batting Record

As of this writing, we are waiting on the voting for “The Hall” in his first year of eligibility. Playing his entire career in a major media market and running up statistics like this would seem to indicate that he is a lock for first-ballot inclusion.

Richie-Ashburn-Card Baseballs Greatest Player Playoff

It took Richie Ashburn a long time to make it to Cooperstown. A great fielding centerfielder, he spent his career in the shadow of Willie, Mickey, and The Duke (everybody sing with me!). And since his .308 batting average and .396 OBP did not come along with a bunch of home runs, he never got the acclaim that he deserved during his 15-year career.

Tommy-Leach-Card Baseballs Greatest Player Playoff

Tommy Leach played shortstop and centerfield mostly for Pittsburgh in the early part of the 1900s, setting the table for Honus Wagner in the Pirates lineup. A lifetime .269 hitter, he was very fast and hit 172 triples and 49 inside-the-park home runs in his career.

Babe-Herman-Card Baseballs Greatest Player Playoff

The owner of a .324 lifetime batting average, Babe Herman was a star player for the Brooklyn Robins in the second half of the 1920s. He was also sort of the poster child for the beginning of the “daffy Brooklyn” motif that has stuck around for almost a century. One of these days, I’ll have to write about the time he hit a double into a double play.

Jim-Wynn-Card Baseballs Greatest Player Playoff

Jim Wynn is someone I am very interested in seeing how he performs in this playoff. “The Toy Cannon” played his key years for the Houston Colt .45s / Astros and in Los Angeles for the Dodgers, both denizens of notorious pitcher-friendly parks. He qualified based on his 1224 bases-on-balls.

Tommy-Harper-Card Baseballs Greatest Player Playoff

Tommy Harper has a special place in my memory. The back of both the 1970 Seattle Pilots and 1971 Milwaukee Brewers team baseball cards had the team leaders in offensive and pitching statistics and his name was all over that card. His 408 career stolen bases are what got him here.

Jeromy-Burnitz-Card Baseballs Greatest Player Playoff

Jeromy Burnitz‘s 14-year career saw him launch 315 round-trippers, good enough for a spot in the playoff.

George-Stone-Card Baseballs Greatest Player Playoff

He only had six years as a regular but during that time George Stone hit .301. He is in the tournament because he is among the leaders in Offensive Winning Percentage.

The Results

Babe Herman9658.623*WON*
George Stone8569.55211.0
Richie Ashburn8272.53214.0
Derek Jeter7876.50618.0
Tommy Leach7579.48721.0
Jim Wynn7282.46824.0
Tommy Harper6787.43529.0
Jeromy Burnitz6193.39635.0

Babe Herman had a rough April – he was in seventh place with an 11 – 14 win-loss record – but played at a .714 clip the rest of the way to take the season. Richie Ashburn led in batting average with .249 (Ashburn4 led the league with .302) vs. the leagues .212.


Herman5 had a 21-game hitting streak and George Stone8 had two 5 for 5 games during the season. There were two no-hitters, including a 10-inning gem thrown by Derek Jeter’s Roger Clemens against Jimmy Wynn.

Herman, Stone, Ashburn, and Jeter head to Round 3 while the others try their luck in Round 2.

Tim Bruno

Tim has been a baseball fan for most of his life and has played a great deal of baseball and softball over the years. Although his playing days are long behind him, he remembers back when he was an extremely fast catcher with an extremely bad arm. He has been playing Strat-o-Matic baseball since he was 14. Tim is currently living in southwest France and writes A LOT about coffee at He has also written Procaffeination: A Coffee Lover's Dictionary, which will be available soon. You can find out more about Tim's writing at and if you want to contact him about the tournament, drop him an email at

Recent Posts

link to Round 4 S26

Round 4 S26

The Hitters We are treated to a true mix of players for this elimination round, covering a broad swath of baseball history. Top seed Herman Long hails from the 19th century with...