Repainting anything, metal, fiberglass, etc., is only as good as the prep work. As said above, find a break line for the color you are repainting. Don't rush any of this. Take your time, relax, and think through each step before you do it.
Sand the affected area with 120 grit paper to remove the flaking clear coat. Go at least 3 inches beyond the affected area. Spray primer over the entire area.
Follow it up with 220 grit. If you are planning on painting the entire bumper then sand the entire bumper with 220. Reprime the affected area, follow up with resanding the area with 220. Wet sand the entire bumper with 600 grit wet paper.
Now you can paint it. Tape it off. Use only 3M masking tape. I'm normally not brand conscious but I've been painting cars as a hobby for over 35 years, and I learned a long time ago cheap masking is just that. Cheap garbage. Spray cans will be OK, put them in a warm pan of water (not hot!) for 5 minutes before spraying. This helps the paint expand and spray more evenly.
Do some test sprays on something to get the feel of your spray pattern. Spray all the way across once, then go back the other direction, but overlap the coat by 1/3. If you stop in the middle you will most certainly end up with over spray debris, which can be polished out later, but it's easier if you don't have to. Keep the can no farther than 3 or 4 inches from the surface. Much farther and the edges of the spray pattern will dry as it hits the surface, which will result in over spray patterns.
Hope that helps.
__________________
Chuck
2013 Jayco Jayfeather X20 E (sold)
2016 Chevy Silverado LTZ 2 Z71 Crew Cab (sold, and dearly missed)
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