Spent the last 5 hours driving around and between the Golf Course and Beach parking lots. Not one Tailgater has been found. I've used a number of different cars, seen nearly every 'rare' care except the Tailgater.
I do have the text from Simeon, I also tried the Black Dominator for an hour but nothing still. Losing faith here!
You on PS3 or Xbox? If you are on PS3 I'll find you one.