I have seen guys put a pc of treated 2 X 8 near the curb / driveway for smoother lift & over.
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Cadillacs are kind of "Low riders" as they come from the factory. Sounds like your driveway is better suited to a 4x4 truck. There's really not much you can do except to just keep pulling in at an angle.
is air ride working? did you lower car ? have wrong size tires ?. should not bottom if is a normal stock car
The only way to pull the car into the driveway with no scrapping is at an angle. Is there a small bumper/spoiler to buy, or a way to cut or trim some of the bottom of it so it doesn't bottom out and rip the bottom of the spoiler/bumper up???