When I wipe my server, the plugin doesn't autowipe the data files I have selected.
Not sure why this is, I use a server host and change my map seed every time I don't understand why the plugin doesn't recognize my server wiped.

Could you share your plugin config?

Here it is:

{
  "Filenames, without .json": [
    "Kits_Data",
    "ServerRewards/player_data",
    "NTeleportationHome"
  ],
  "Command (default: 'wipe')": "wipe"
}​

did you get this to work @george1908