It's all relative to your income. Nearly all of us on this board cringe at the thought of spending $270k on a Bentley Continental GT, but to someone whose estate is $20+ million, a Bentley GT is the equivalent of you and I going to the mall and buying a T-shirt...

For me? I love to have "new" stuff, but I abhor the 4-5 year debt bondage and crimp on your cash flow. I'd prefer to perpetually buy $5-8k cars using cash and maintaining them myself.