I work in the motor trade, and whilst bog standard cars suffer from that extra loss in value because of a number plate, more unusual vehicles such as Californias (and certain brands, luxury Motorcycles, etc) really do not. Obviously there are never a huge amount of them available second hand and so condition and mileage seem to play the biggest part in a Cali's value. As they generally hold their value so well compared to cars, then it's up to you whether any small potential value difference down the line matters to you? I own a February registered Cali (ex demo) and to me it was all about finding the right spec at the right mileage, price, etc as I couldn't stretch to the spec I wanted if I ordered brand new. It took me a while to find that, and this will be the same for any future owners of your van when you part with it. While it is very sensible to take into account whether your decision will affect future value, it is likely it will make little or no difference, and surely the enjoyment of that new vehicle is the most important thing? In my case I decided life was most definitely too short to be worrying about a number plate! Enjoy your new Cali.