Hi Ashley,
You can also manually import the files (but it won't automatically delete them like POS does) from File drop down menu > Utilities > Import > IIF files > change to all files type in the folder location to see the files.
Also are you doing Transfer > Post > Transfer when performing your POS importing to Reckon task?
Kind regards,
Sally McIntosh (Sally@samsolutions.com.au)
Try restarting your computer, then immediately open Reckon and try to import.
Sally