Not silly, it's just a perspective, modern footballers and their salaries are ludicrous and completely out of perspective. It is one of the things that turns people off from the modern game.
As for your colleagues you are quite right that they can do as they wish with their money. I learnt a long time ago that the flashness of the car means little about the class of the person. Indeed the classier and wealthier people are often the ones who don't need to buy the flash car to broadcast their status to the world.
As for Drinks blades comments on Billy and his career, you are quite right, it was more a comment in general on where we are as a club and there ain't no austerity in that car park, with plenty of players with bugger all careers to speak of in flash motors.
It is different perspectives, and that is the essence of this board, that we can share those differences positively.