Round One S71

Max Carey Swinging

Top seed Max Carey is our only Hall-of-Famer this season and he faces some stiff competition from fellow triple makers Jimmy Sheckard, Bill Kuehne, and Duff Cooley. They also face the raw power of Juan Gonzalez and Matt Holliday and the batting prowess of Freddy Leach, not to mention special invitee Oscar Gamble

The Hitters

Max-Carey-Card Baseballs Greatest Player Playoff

Max Carey hit .285 during his 20-year career starring for the Pittsburgh Pirates for most of it and finishing up with the Brooklyn Robins after being traded due to some clubhouse drama. He was excellent at getting on base, collecting 2665 hits, including 419 doubles and 159 triples, and drawing over 1000 bases on balls which boosted his on-base percentage to .361. Once on base, he was even more dangerous, leading the National League in stolen bases ten times, finishing with 738 steals, a National League record that stood until Lou Brock broke it in 1974. In fact, it is still the 9th-highest total in major league history. Carey was elected to the Hall of Fame in 1961.

Jimmy-Sheckard-Card Baseballs Greatest Player Playoff

Even though he was inconsistent over his seventeen-year career – he hit .354 in 1901, followed it up with .265 in 1902, rebounded to .332 in ’03, dropped to .239 in ’04, and bounced back to .292 in ’05 – Jimmy Sheckard still managed a .274 lifetime batting average. On the way, he scored 1296 runs and drove 136 triples and his 1135 walks boosted his OBP over 100 points to .375. He also stole 465 bases and in 1903 Sheckard became the first hitter to lead his league in home runs and steals in the same season.

Juan-Gonzalez-Card Baseballs Greatest Player Playoff

One of the most feared sluggers of the 1990s, Juan González hit 434 homers and drove in 1404 runs while batting .295 in his injury-shortened seventeen-year career. He smacked over 40 home runs in five different seasons and tallied at least 100 RBIs eight times, picking up two MVP awards. His .904 OPS is good for 60th on the all-time list. He has a shot at the Hall-of-Fame someday when he is eligible for the Veteran’s Committee vote.

Matt-Holliday-Card Baseballs Greatest Player Playoff

A seven-time All-Star, Matt Holliday ended his career with 316 home runs and a .299 batting average. His 468 doubles and 802 walks gave him a healthy career on-base plus slugging of .889 for his fifteen-years in the Major Leagues. Another borderline case for the Hall-of-Fame, we’ll have to wait until 2025 to see how he does.

Freddy-Leach-Card Baseballs Greatest Player Playoff

An unheralded player from the 1920s and 30s, Freddy Leach roamed the outfield for the Philadelphia Phillies, New York Giants, and Boston Braves, stroking the old horsehide for a .307 average in his ten seasons, which qualified him for the tournament.

Bill-Kuehne-Card Baseballs Greatest Player Playoff

Born in Leipzig, Germany, Bill Kuehne played major league ball for 10 seasons, primarily in the 1880s. A statistical oddball, Kuehne only hit .232 for his career but of his 993 hits, 115 were triples, good enough to qualify him for the playoff. I do not hold out high hopes for his chances here.

Duff-Cooley-Card Baseballs Greatest Player Playoff

Another old-timer with the ability to hit triples, Duff Cooley played thirteen seasons around the turn of the nineteenth century, totaling 102 three-baggers to just qualify for the playoff. Unlike Kuehne, Cooley could also hit a little, stroking the ball for a .294 average and hitting over .300 five times.

Oscar-Gamble-Card Baseballs Greatest Player Playoff

My first playoff invitee, Oscar Gamble does not have the statistics to qualify him for the tournament but he was one of my favorite players as a boy. He was what passed for a star for the early 70s Cleveland Indians and had a spectacular afro – 9 inches if I recall correctly. And he could hit! Lifetime .265 with 200 home runs at a time when 36 could lead the league and 20 was considered “power.” He had a long, seventeen-year career with a respectable .811 OPS. My fingers are crossed that he does well.

The Results

Matt Holliday10054.649*WON*
Max Carey8866.57112.0
Jimmy Sheckard8470.54516.0
Oscar Gamble8173.52619.0
Juan Gonzalez7975.51321.0
Duff Cooley7183.46129.0
Freddy Leach6589.42235.0
Bill Kuehne48106.31252.0

Matt Holiday joined the elite 100-win club, finishing atop what was supposed to be the penultimate first-round season matchup. He was helped in no small part by a 17-4 record in extra-inning games. Holiday batted .235 as a team while the league hit .204.

Season Highlights

  • The top Matt Holiday hit .268 on the season.
  • Max Carey3 had 143 stolen bases on the year with two other Careys over 100. All nine regulars had at least 76 steals.
  • Holiday’s Mariano Rivera converted all 54 of his save opportunities.
  • In one game, Jimmy Sheckard shut out Bill Kuehne 14-0.
  • A Roger Clemens no-hit Kuehne in August.

Holiday and Sheckard are joined by Oscar Gamble (Yay!) and Juan Gonzalez in Round 3. The others head to 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

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