Having painted for many years, it's a double edged sword. When you think about it, you paint the car the way "YOU" want it. Whether it's a single color all-over or a custom multi job, it's still YOU. When you try to sell it, you are trying to sell a piece of YOU. Your taste. In a manner of speaking anyways, heh.
And there are ways to do it wrong. 99.9% do. Unless it's the SAME factory paint code (simply just a repaint of the original color), you have jams, interior, undercarriage, and the engine bay to consider. Say you have a white vehicle and you paint it black, and these areas are NOT painted.... OH YEAH, it sticks out and NOBODY wants that. I have done TRUE all-overs before, and people pay a healthy price tag for them. Complete strip down. Best and only way to go IMHO, but time consuming and pricey. The more that you have to mask off, the worse the outcome if you ask me.
Your car though. If you plan on keeping it, I say go to town. But, there is always a buyer for everything, so don't be discouraged either. Just might take some time to find a buyer when you go to let her go. Just some food for thought.
FWIW, I was speaking with a shop a couple years back (eesh, was it that long now) that only does restorations and customs. Having a resto/custom background, we got into detail about what I wanted to get a very near price. Essentially, I wanted full strip down. We are talking a dime away from rotisserie. Paint the ENTIRE thing, Chevy Orange. Problem is, this kind of work is hard to estimate. Without mentioning what price we came up with, let;s just say, it exceeded even the price tag on the window when I bought it. I half expected that but it was nice to know in case I ever hit the lottery or Bill Gates decided to adopt me, heh.
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