Hi Jason,
You're very welcome
To upgrade cPanel in ssh shell, you'd run:
/scripts/upcp --force
To upgrade cPanel in WHM, you'd log into WHM as the root user, then you'd go to
Upgrade to Latest Version under the "cPanel" area. Upon clicking it, you'd then select the "Click to Upgrade" button and let it run.
If you do use SSH/shell, I'd recommend using that method over the WHM one if possible.
To see if you have cPanel set to auto upgrade daily, you can check this in WHM. Click on
Update Config under "Server Configuration", then check that "Automatic (RELEASE tree)" is clicked under
cPanel/WHM Updates toward the top. If it is not, change to this setting, then click the "Save" button.