» December 8, 1899: Louisville president Barney Dreyfuss is transferring to the Pittsburgh club (of which he is part owner) most of his top stars, including player-manager Fred Clarke, Hans Wagner, Claude Ritchey, Tommy Leach, Rube Waddell, and Deacon Phillippe. Louisville is a likely candidate in the reduction of NL franchises from 12 to 8.
» April 17, 1902:
The Pirates edge St. Louis, 1-0. when Tommy Leach scores in the 3rd inning. Deacon Phillippe, on his way to his 4th 20-game season in a row, is the winner. Going the other way, Stan Yerkes loses his 1st of 20.
» August 14, 1902: Little Tommy Leach of Pittsburgh, never considered a long-ball threat, hits two HRs over the fence at Boston. He will close out the season with only 6, but it is enough to give him sole leadership of the NL, which totals only 99. Leach's leading number is the lowest since Paul Hines hit four in a 60-game schedule in 1878.
» October 1, 1903: The first modern World Series game, also called "Championship of the United States," is played at Boston's Huntington Street park before 16,242. Deacon Phillippe pitches Pittsburgh to a 7–3 win over Cy Young. Pittsburgh RF Jimmy Sebring hits the first home run and adds three other hits. 3B Tommy Leach has four hits, including two triples for the Pirates and winds up with four three-baggers, a Series record.
» September 24, 1904:
At the Polo Grounds, Christy Mathewson wins his 32nd, defeating the Pirates, 3-1. Matty allows just four hits-two each to Ginger Beaumont and Tommy Leach-in beating Joe Robitaille.
» October 7, 1904:
Pirates 3B Tommy Leach's three putouts and two assists help the Pirates beat the Cubs, 6-1, in eight innings. He will finish with 643 total chances, the highest of any 3rd sacker in the 20th century. Only Pirates third sacker Jimmy Williams, whom Leach replaced, had a higher total (671 in 1889).
» June 29, 1907: The Pirates top the Cubs 2-1 as CF Tommy Leach cuts down Harry Steinfeldt at the plate in the 9th innings. Deacon Phillippe is the winner.
» August 17, 1907: Pittsburgh CF Tommy Leach leads the Bucs to a 5-1 win over Boston with three great catches and a steal of home.
» July 10, 1908: At Pittsburgh, the Giants (43-30) take a 4-0 lead, but the Pirates claw back on back-to-back triples by Wagner and Clarke. Tommy Leach wins it for the Bucs with a 9th inning home run to deep center.
» August 25, 1908: The Giants win their 3rd in a row from Pittsburgh, stopping Nick Maddox, 5-3. Maddox had won eight in a row. Doc Crandall is the winner. Larry Doyle triples in the 3rd inning, then steps off the bag while chatting with Buc third sacker Tommy Leach. George Gibson's throw from home nails Doyle.
» July 12, 1911:
At Pittsburgh, the Giants win 4–3 behind Rube Marquard's pitching. Rube strikes out the side in the 2nd and 3rd innings, setting down Dots Miller, Newt Hunter, and Owen Wilson, then blowing by pitcher Elmer Steele, Bobby Byrne and Tommy Leach in the 3rd frame.
» August 26, 1911: Pittsburgh, playing without Honus Wagner, is no match for Christy Mathewson, as the Giants win, 6–2. Tommy Leach, filling in for Wagner at SS, makes three errors behind Howie Camnitz. The Giants announce that for the first 11 playing days at the new Polo Grounds, the average attendance was 23,864.
» May 22, 1912:
In an attempt to shake up the team, the Pirates send veteran Tommy Leach and pitcher Lefty Leifield to Chicago for 29-year-old Solly Hofman and pitcher King Cole. Cole, 40–13 in 2+ years of pitching, will be a no show, eventually pitching in just 17 games for Pittsburgh before ending his career with the Highlanders.
» June 13, 1912: New York's Christy Mathewson wins, 3–2 over the Cubs. The Cubs threaten in the 9th when Tommy Leach leads off with a fly ball that Beals Becker loses in the sun for a triple, but Matty retires the next three batters for the win.