Minecraft 1.17, the “Caves and Cliffs” update, is scheduled to be released in the summer of 2021. Given all of the new content that will be introduced with this update, this will be a good time for a server reset.
Our last server reset was in October of 2018, with the 1.13 update.
I will not be porting anything from the 1.16 server. All players will be starting off fresh, with nothing. This does require a LOT of preparation, and it can take several months for plugin developers to update their plugins. So whatever the final date is, that 1.17 is released, expect this server to take at least another month to be upgraded, while waiting for plugins to be updated as well.