After i place the chest next to the cannon and fire it with redstone. The cannon says nothing loaded. The chest is full and auto redstone is on so I don't get what the issue is. Any help would be well appreciated.
New WinRAR ZIP archive.zip

Confirmed. Looks like an issue with worldedit and the wall_sign in the schematic

Edit: Can you try to load the cannon schematic with worldedit and save it again if it looks ok.
Edit 2: Updating to the latest Worldedit version 7.2.3 and Spigot 1.16.5 fixed the problem

Confirmed. Looks like an issue with worldedit and the wall_sign in the schematic

Edit: Can you try to load the cannon schematic with worldedit and save it again if it looks ok.
Edit 2: Updating to the latest Worldedit version 7.2.3 and Spigot 1.16.5 fixed the problem

I tried doing this and found that it would only auto load gunpowder, not the projectile too. Is that a bug? I was under the impression i might be able to join up a bunch of cannons using redstone and click one button to load and fire.

Confirmed. Looks like an issue with worldedit and the wall_sign in the schematic

Edit: Can you try to load the cannon schematic with worldedit and save it again if it looks ok.
Edit 2: Updating to the latest Worldedit version 7.2.3 and Spigot 1.16.5 fixed the problem

that fixed the issue