| 06/15/1905 | Drafted in the 1905 first-year player draft (Round 1, Pick 15, 15th overall pick) by the Pittsburgh Pirates. |
| 09/01/1905 | Wins the NBL NL Rookie of the Month Award. |
| 10/18/1905 | Won the 1905 National Baseball League NBL World Series with the Pittsburgh Pirates! |
| 11/12/1905 | Received a 1-year contract worth a total of $590 through automatic renewal. |
| 01/01/1906 | OSA scouting updated ratings (potential): Stuff: 6 (6); Movement: 20 (20); Control: 13 (13). |
| 04/12/1906 | Named the #4 prospect in the NBL |
| 11/09/1906 | Received a 1-year contract worth a total of $625 through automatic renewal. |
| 01/01/1907 | OSA scouting updated ratings (potential): Stuff: 7 (8); Movement: 19 (19); Control: 11 (12). |
| 04/30/1907 | Injured (mild abdominal strain), day-to-day for 3 days. |
| 08/08/1907 | Pitches a 5-hit shutout against the New York Giants with 4 strikeouts and 2 BB allowed! |
| 10/15/1907 | Signed a 2-year contract extension worth a total of $2,500 with the Pittsburgh Pirates organization. |
| 01/01/1908 | OSA scouting updated ratings (potential): Stuff: 8 (8); Movement: 19 (19); Control: 12 (12). |
| 06/19/1908 | Pitches a 3-hit shutout against the Brooklyn Superbas with 6 strikeouts and 4 BB allowed! |
| 06/22/1908 | Pitches a 2-hit shutout against the Cincinnati Reds with 5 strikeouts and 3 BB allowed! |
| 07/02/1908 | Pitches a 6-hit shutout against the Chicago Cubs with 1 strikeouts and 0 BB allowed! |
| 08/01/1908 | Wins the NBL NL Pitcher of the Month Award. |
| 01/01/1909 | OSA scouting updated ratings (potential): Stuff: 8 (8); Movement: 19 (19); Control: 11 (11). |
| 05/04/1909 | Pitches a 5-hit shutout against the Chicago Cubs with 7 strikeouts and 5 BB allowed! |
| 06/07/1909 | Pitches a 4-hit shutout against the Philadelphia Phillies with 4 strikeouts and 3 BB allowed! |
| 11/06/1909 | Became a free agent. |
| 11/17/1909 | Signed a 3-year contract worth a total of $2,229 with the Atlanta Braves organization. |
| 01/01/1910 | OSA scouting updated ratings (potential): Stuff: 5 (5); Movement: 20 (20); Control: 11 (11). |