If you were late Silent or early Boomer (b. 1930 to 1950) you faced an extraordinarily easy career game. Even in advertising, the era's analogue of banking, people left work at 6:00. Unlike those who are young now, you didn't have to bust your ass through college and internships. People dropping acid at Woodstock in '69 could walk into executive-track corporate jobs in '70 and be VPs by '72. They had it really fucking easy. Today you can't get a decent entry-level job with a 3.4 GPA and no internship.
The sunny era, however, didn't end in 2008 or 2001, but much earlier. If you were leaving college in the mid-1970s stagflation era, you'd missed it. There were small, blippy, "booms" localized to a few industries (banking, then oil/gas, then dot-coms, then oil/gas, then real estate, then banking) in the next three decades, but the general prosperity never came back.