The people here that are the most happy have found a system that they can reach satisfaction with. Money spent isn’t always a factor, but of course money can buy more expensive gear, and at times more expensive gear is better. You know how they say everyone’s home is their castle. That’s due to the fact that people are going to be enamored with whatever they have. And.......some will strive and work for better gear, some will like what they have. The whole thing though is finding your personal sound preference. Everyone is slightly different to a point. But money spent in the right direction is often times spent on the right sound signature. If someone was happy in 1999 with their gear and still likes the sound signature 20 years later, and it all works fine, they won! There is no right or wrong here. IMO Before I joined Head-Fi I had the same headphones for 10 years. 1996-2006; one single pair.