Can you please update to the latest bukkit build from here: https://luckperms.github.io/ and tell us if the issue is still there please :)
Try with the legacy version
https://ci.lucko.me/job/LuckPermsLegacy/
Your server implementation seems to be screwing around with the way dependencies are loaded, so if the legacy build doesn't work, I suggest reporting it to them.
I have forgotten to specify - version 1.7.10
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Try with the legacy version
https://ci.lucko.me/job/LuckPermsLegacy/
Your server implementation seems to be screwing around with the way dependencies are loaded, so if the legacy build doesn't work, I suggest reporting it to them.