OP was asking about life experiences.

But if you want to tie it to money, a lot of people generally earn their money by having a job that requires them to make themselves available near 24/7. They will often miss "simpler" times when they weren't important.

A lot of big lottery winners find themselves becoming a lot lonelier after winning because a lot of friends and family start viewing them as an ATM instead of a person. Regret that they won is common since it affects their entire social network(the non-Internet one).