Maybe copy the defaults on load to get the new config options?
Still not too sure if this will work correctly, as I don't know if this will override the changes in the config.
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@ -51,6 +51,9 @@ public class JailMain extends JavaPlugin {
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//Only create the default config if it doesn't exist
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saveDefaultConfig();
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//Append new key-value pairs to the config
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getConfig().options().copyDefaults(true);
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// Set the header and save
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getConfig().options().header(getHeader());
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saveConfig();
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