| Date | Event | |||
| 10/1/2008 | Vote on 2nd Half Transaction Fees | |||
| 10/15/2008 | Vote on 2009 Fee (League Fee and Add/Drop) | |||
| 11/15/2008 | Initial 7 Keepers and Payment Due (2nd half add/drop fee + league fee) | *Notice sent 11/1/2008 | ||
| 11/16/2008 | Review Constitution | **Updates due 11/30/2008 | ||
| 12/1/2008 | Assistant Commissioner Vote | |||
| 12/15/2008 | Draft Date Vote | |||
| 1/2/2009 | Draft Site Vote | |||
| 2/1/2009 | League Lottery | |||
| 2/2/2009 | Draft Order Released | |||
| 2/15/2009 | Final 4 Keepers and Payment Due | *Notice sent 2/1/2009 | ||
| 3/28/2009 | 2009 Draft | |||
| 3/30/2009 | Waivers Begin | |||
| TBD | League Outing - Baseball Game | |||