I use that phrase in the title all the time related to many habits, choices and realizations. I'm very motivated to avoid hassle and prevent/solve my own problems.
A quote attributed to Woody Allen, "there no situation where having more money made it worse." The context for me is not being loaded but merely being comfortable, able to pay the bills, save for the future, have a little left over for some fun and to be able to cover a sort of expensive repair like to a car or the house. Yes, being loaded creates this scenario but so does living below your means and for most people that is much easier to do. Not having to worry about money makes life easier.
