Please refer to this KB doc for a solution to this issue – https://helpx.adobe.com/illustrator/kb/wacom-tablet-issue-with-mac.html
Please reach out email@example.com with system info and a screen recording if the above solution did not help
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Ever since the new update, every time I'm trying to change my paintbrush to pressure sensitive option from the drop down list box, the 'pressure ' option is greyed out and can't be selected. 'Fixed' and 'random' are the only ones that aren't greyed out.