Remembering that I'll be dead soon is the most important tool I've ever encountered to help me make the big choices in life. Because almost everything - all external expectations all pride all fear of embarrassment or failure - these things just fall away in the face of death leaving only what is truly important.
Don't expect anyone else to support you. Maybe you'll have a trust fund. Maybe you'll have a wealthy spouse. But you never know when either of them might run out.