"The single best way to make predictions about what you're going to want in the future isn't to imagine yourself in the future, … it's to look at other people who are in the very future you're imagining,"

I was aiming for something like this sort of information with Seeking book about baseline life planning and expectations. That turned up numerous suggestions for tangentially related content that I could try to collate for myself, but nothing that addresses the desire squarely. If anyone knows of something in this vein, I'd still appreciate a pointer to solid content on the subject :-)