| 4 | | Cracked Plastic Classic | C | 06-Feb-1999 | $90 |
| 14 | | Florida Triple Crown - Pro #1 | B | 20-Feb to 21-Feb-1999 | $37 |
| 14 | | Florida Triple Crown - Pro #2 | B | 24-Feb to 25-Feb-1999 | $21 |
| 6 | | Florida Triple Crown - Pro #3 | B | 27-Feb to 28-Feb-1999 | $100 |
| 12 | | Florida Triple Crown Series & Shootout Bonus | S | 28-Feb-1999 | |
| 2 | | No Foolin' 99 - Day 2 | B | 28-Mar-1999 | $250 |
| 1 | | MDGO #1- Day 2 | XB | 11-Apr-1999 | $413 |
| 10 | 0.00 | Bowling Green Open Doubles | XB | 16-Apr-1999 | |
| 12 | | Bowling Green Open | A | 17-Apr to 18-Apr-1999 | $225 |
| 3 | | MDGO #2 - Day 2 | B | 25-Apr-1999 | $161 |
| 9 | | MDGO #3 - Day 2 | B | 23-May-1999 | |
| 4 | | MDGO #4 - Day 2 | B | 06-Jun-1999 | $122 |
| 1 | | Kalamazoo Shoot Out | C | 12-Jun-1999 | $230 |
| 1 | | MDGO #5 - Day 2 | B | 20-Jun-1999 | $399 |
| 9 | | In Flight Open | A | 26-Jun to 27-Jun-1999 | $211 |
| 16 | | Discraft Great Lakes Open | A | 10-Jul to 11-Jul-1999 | $230 |
| 4 | | 19th Illinois State Championships | B | 17-Jul to 18-Jul-1999 | $147 |
| 5 | | Flatts Classic XV - Pro | B | 31-Jul to 01-Aug-1999 | $77 |
| 33 | | 1999 PDGA Professional Disc Golf World Championships | M | 10-Aug to 14-Aug-1999 | $175 |
| 6 | | MDGO #6 | B | 21-Aug-1999 | $18 |
| 1 | | MDGO Series | C | 04-Sep-1999 | $304 |
| 7 | | MDGO State Finals | B | 04-Sep to 05-Sep-1999 | $65 |
| 11 | | Lumberjack Open | B | 25-Sep to 26-Sep-1999 | |
| 5 | | Kensington Invitational | XB | 17-Oct-1999 | |
