Actually, the real problem is that a lot of buyers want a steal of a deal. I know I'm always looking for one. But in reality, the market dictates the realistic price. Do your homework, don't rush into anything and get burned by a fake or misrepresented car. You pay market value and you'll worry if it was a good idea. 1-2 years later and your car's worth 25-100% more than you paid and you'll be smiling.
But I paid market value for both my rare cars knowing they had good history and paperwork which helps hold/enhance value. I took out a 3 year loan for the first one and a 5 year loan for the second one. Hopefully I will recoup my money some day. I've never made a penny profit on any old cars so don't expect to. I think I've come real close to breaking even on about 10-12 first gen cars but I got to drive and enjoy most of them so that's where the real value is at. And the way I look at it is that every car I've sold has led to next one that is even better. You have to start somewhere and then save up while you enjoy the starter car and when you have enough, sell it, take your saved up money and buy the next level.