| January 6, 2020 | 2020 Distinguished Service to Education Award nomination form available 2020 Distinguished Service to NASSP Award nomination form available |
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| March 6, 2020 | All online nominations due to NASSP |
| July 7 –9, 2020 | The 2020 Distinguished Service to Education Award and the 2020 Distinguished Service to NASSP Award recipients will be recognized at the 2020 National Principals Conference in National Harbor, MD. |