I certainly hope to leave my family in great financial shape when I'm gone, but I'll have no problem living off the money I spent my whole life accumulating if need be.
Personally, the older I get, the simpler I like to live. I like choices, not shackles.
Living WELL below your means is a good place to start and a hell of a good way to grow wealth rapidly. I find it amazing how fast you can grow wealth when you live below your means and invest heavily every month. My wife and I have tripled our net worth in only 5 years carrying little to no debt and investing in real estate, IRA's, 403b's, and individual stocks.
We are certainly blessed and grateful that we made major changes around 35 to our spending habits and strategy. It's put us well ahead of where I dreamed I'd be at 40. I think it becomes harder as we age to change our ways and let's be honest, passion and energy can begin to wane. Those long hours get tougher to handle as you realize you'd rather be with your kids, racing, or taking a nap than pushing so damn hard all the time.
Dave Ramsey says: Live like no-one else now, so you can live like no-one else later.
I think you have to have a period in your life where you really hunker down and stock it away to set yourself up and take advantage of that great magician, compound interest. I still think it's important to save a large chunk of your income every month. We save 15% of our gross income, personally. You can only do that if you live well below your means or increase your income to offset your expenses. We've done both.