Since events are not executed within the LuaConsole.ResumeScripts method, those did not have Environment.CurrentDirectory available for the executing script.
The fix is simple: when a lua script instantiates a LuaWinForm (through forms.newform), we store the current Environment.CurrentDirectory in the LuaWinForm object.
When a button or checkbox is triggered, it calls WinForm.DoLuaEvent which will set up the Environment.CurrentDirectory for the duration of the callback and then set it back to the initial Environment.CurrentDirectory.