| 06/15/1904 | Drafted in the 1904 first-year player draft (Round 1, Pick 8, 8th overall pick) by the St. Louis Cardinals. |
| 07/01/1904 | Pitches a 2-hit shutout against the Newark Monitors with 12 strikeouts and 2 BB allowed! |
| 08/06/1904 | Pitches a 1-hit shutout against the New York Giants with 4 strikeouts and 3 BB allowed! |
| 09/20/1904 | Pitches a 4-hit shutout against the Boston Beaneaters with 3 strikeouts and 3 BB allowed! |
| 11/15/1904 | Received a 1-year contract worth a total of $557 through automatic renewal. |
| 01/01/1905 | OSA scouting updated ratings (potential): Stuff: 8 (8); Movement: 20 (20); Control: 11 (11). |
| 04/14/1905 | Named the #4 prospect in the NBL |
| 04/22/1905 | Injured (torn fingernail), day-to-day for 4 days. |
| 07/01/1905 | Pitches a 4-hit shutout against the Pittsburgh Pirates with 4 strikeouts and 1 BB allowed! |
| 07/20/1905 | Injured (elbow ligament reconstruction surgery), out for 13 months. |
| 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: 8 (8); Movement: 20 (20); Control: 10 (10). |
| 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: 8 (8); Movement: 19 (19); Control: 10 (10). |
| 04/21/1907 | Pitches a 4-hit shutout against the Pittsburgh Pirates with 3 strikeouts and 2 BB allowed! |
| 04/29/1907 | Wins the NBL NL Player of the Week Award. |
| 09/02/1907 | Pitches a 4-hit shutout against the Chicago Cubs with 6 strikeouts and 1 BB allowed! |
| 11/07/1907 | Received a 1-year contract worth a total of $993 through arbitration. |
| 01/01/1908 | OSA scouting updated ratings (potential): Stuff: 7 (7); Movement: 20 (20); Control: 10 (10). |
| 08/16/1908 | Injured (ruptured tendon (finger)), out for 4 months. |
| 11/09/1908 | Received a 1-year contract worth a total of $1,052 through arbitration. |
| 01/01/1909 | OSA scouting updated ratings (potential): Stuff: 7 (7); Movement: 20 (20); Control: 11 (11). |
| 07/17/1909 | Signed a 5-year contract extension worth a total of $12,215 with the St. Louis Cardinals organization. |
| 01/01/1910 | OSA scouting updated ratings (potential): Stuff: 6 (6); Movement: 20 (20); Control: 10 (10). |