DigitalServers
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Try deleting "options.txt" in the .minecraft folder and try again.
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Just noticed the server type was spigot, By any chance is the spigot server running an older version of minecraft with a version plugin allowing different version to connect? This issue seems very similar to one happening with spigot servers running 1.8.8 while using a minecraft client of 1.14 or above when using a plugin to allow players to connect. If that is the case you will need to downgrade to the version that the server is running for the best experience or the server will need to be updated to 1.14.4.
I tried to recreate your said issue but had no luck with a vanilla server running 1.14.4 and 1.14.3.
Unfortunately it seems the issue is isolated to you. It could be possible you are using a modified server file? like spigot or bukkit?
If that is the case there isn't anything that can be done from Mojangs side. I would recommend updating the server and testing again. I tried to recreate the issue with OP and without OP and between Creative and Survival Mode with no luck it is working 100% as intended. check the console of the server if it happens again to see if there is any errors on that side if there is post a screenshot so it can be investigated.