That damage with bumper material missing will need to be done by a reputable auto body professional.
It won't be 100% perfect if it is a repaint as a rule. A really good auto body technician can repair the area and "blend" the paint to the surrounding area instead of fully repainting the bumper cover.
The least intrusive will be to fill in the missing chunks of bumper material with touch-up paint and toothpick and leave the rest using a quick cutting and polish with a dual action orbital.
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