In 1990, the Virginia Association of Assessing Officers challenged other states to increase the number of designees in their respective states with the ultimate goal being to increase professionalism in the assessing field. The state with the most members receiving an IAAO Professional Designation since the previous Annual Conference is awarded the Virginia Cup.
| Jurisdiction | Year |
| Florida Chapter | 2022 |
| Florida Chapter | 2020 |
| Florida Chapter | 2019 |
| Florida Chapter | 2018 |
| Florida Chapter | 2017 |
| Florida Chapter | 2014 |
| Florida Chapter | 2011 |
| Florida Chapter | 2010 |
| Florida Chapter | 2009 |
| Florida Chapter | 2007 |
| Florida Chapter | 2004 |