| November | (early) | Registration opens for Spring Baseball |
| | |
| January | 4 | Academy Winter session begins |
| | 10 & 17 | Shetland Winter clinics |
| | | |
| February | 7-8 | Evals for Mustang & Bronco divisions |
| | (mid) | Teams announced |
| | 15 | Academy Winter clinic (1-day) |
| | 22 | Academy Winter clinic (1-day) |
| | 23 | Practices begin (Pinto/Mustang/Bronco) |
| | | |
| March | 21 | Shetland tee-ball practices begin |
| | 28 | Jamboree!
Summer Ball applications open |
| | 30 | Games begin (Pinto/Mustang/Bronco) |
| | | |
| April | 20 | Games begin for Shetland tee-ball |
| | 27 | Summer Ball applications due |
| | | |
| May | (early) | Summer Ball teams announced & practices begin |
| | (late) | Fall Ball registration opens |
| | 26 | Playoffs begin (Pinto/Mustang/Bronco) |
| | 30 | Shetland Derby! |
| | | |
| June | 6-7 | Championships Weekend |
| | | |
| September | 13 | Fall Ball begins
Academy Fall session begins |
| | 14 | NSB General Membership Meeting |