2 or 3 groups Category --> SubCategory --> Item

2 or 3 groups Category --> SubCategory --> Item

Hi all,
After I test servicedesk , I have 2 question. 
question 1:
How can I set 2 groups category>subcategory>items, like one group for product, another one for issue ?
question 2:
When my mouse roll-up on columns, may it show some tips for this column ?
If I can not do this, do you know any plug-in for this ? Thanks.
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