I have yesterday managed to run a test server of 14.4 and upgrade websend to work with that version. So we are on a good path to be able to upgrade. I will test additional plugins today to make sure we have core functionality before upgrading the server itself.
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Are there any in-game precautions to know of? Such as to remove items from enderchests etc.
No, should not be – so far. I will test this stuff before upgrading.