It's all about mindset and being happy with what you have the space for and can afford. I was happiest when I got my first pin. I was ecstatic at the novelty of having a pinball machine in my house and I was very thankful for every minute I had to play it and tinker with it. Getting my second pin was still exciting, but honestly not as much as the first.
Now that I have 4, I still feel very fortunate to own what I consider to be a good collection (B and C titles, but I love 'em). However, the law of diminishing returns is certainly in place and I sometimes even have trouble finding the time to play all my machines at least a few times during any given week. I don't see my collection getting larger than 5 or 6 pins.