Our cover featured future-POTUS Donald Trump upside-down, with cash falling out of his pockets to represent the slippery aspect of wealth. Trump had recently bounced back from much-publicized bankruptcies that left him with a negative $900 million net worth, only to be flush with $1.7 billion at the time the magazine photographed him. For the image, we strapped the tycoon to a rig, raised him in the air and inverted him. Asked why he’d allow us to subject him to this, he responded, “I like Worth.” In another Trump mention, Worth’s April 1999 issue included an illustration by Bruce McCall that imagined the White House with a massive gold extension after a Trump “rehab.”