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Yes

Can i copyright or trademark a design with this font?

I’m not a copyright lawyer but yeah go for it

What software do the fonts work on?

Once installed on your computer it will show up in any software that types

Can i upload the fonts to my website or canva?

Yes and yes

If i want to use the fonts for my website and print design do i need 2 licenses?

No, just get either one, they are the same price (desktop or web)

Can i re-sell this font on dodgy Russian websites and make bulk cash?