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sorry if this is a dumb question but why do you need to cut a hole in the headlight? do the bulbs not fit in or something?

Because he's fitting a HID conversion kit so you have to fit ballasts which go outside of the lights, you then have to cut a hole in the protective back plate to run the wres through which is then sealed with a grommet
 
sorry if this is a dumb question but why do you need to cut a hole in the headlight? do the bulbs not fit in or something?

No, you cut a hole in the plastic cover at the back of the headlight unit.