Checked both those situations already, Metadata management is set to automatic.
I just finished a factory reset on the Kobo, and uninstalled the Kobo Touch Extended Driver as it looked like it was giving some conflicts with the double extensions. Even though I had it disabled
Restarted Calibre, created a NEW column with the same configurations but called it collections and then put #collections into the kobo touch driver
Volia it is now working
Thanks Davidfor
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