I have had the sense that guilt plays a part in dissatisfaction with wealth, whether consciously or subconsciously. The way the economic system is set up, a person can only have money, wealth at the expense of others. I only have what I have because someone else has been deprived of it. Its difficult to enjoy something when at the back of ones mind, it is earned off the suffering (real or imagined) of others.
I came to this conclusion one night whilst walking along the street some time back. I wanted to buy myself a packet of fries. Not far from the door of chips shop, there was a woman there with three children, laying down cardboard preparing to sleep for the night. The sense of what turned out to be guilt and shame that came upon me was palpable. It actually hit me that I could casually walk in and buy myself something I didn't really need whilst here was a woman with three kids sleeping on the street with nothing.
Investigating my feelings further brought about I had so much compared to them. And what I had was not enough to make a real difference in their lives. Further investigation and thought brought about the idea that this might be the same not just for me, but for all people, getting progressively worse the higher up the wealth steps you go. The basic idea being that as currently set up, economics means that it is a zero sum game. In terms of money, either I have the 100 dollars or you have 100 dollars, we cannot both have the same 100 dollars.
This means, (and I am open to being corrected) that what I have is at the expense of another - my boss, my brother who is having a hard time making ends meet, or all the others who have to walk kilometres to get to work to save on money used in public transport.
My take away and current struggle is that at some point, in order to just live, we have to find a way to deal with this feeling of guilt - which in my case, took on the form of first denying responsibility and assigning blame on others (government & other institutions, parenting, poor decision making, lack of intelligence etc), or just ignoring it because 'there is nothing I can do' about it because 'I also have problems and I dont have enough to make a meaningful difference'. I still don’t have a good answer to this.
Thats my 2 cents.