"Vanity Fair, which looks like it is on its last legs, is bending over backwards in apologizing for the minor hit they took at Crooked H", Trump wrote, using a short-hand to refer to Clinton.
The tongue-in-cheek clip featured writers giving advice to Clinton and telling her to take up a hobby, such as knitting, to avoid running for President again.
In the video, which Vanity Fair said was meant to be amusing, the editors offered Clinton suggestions on new hobbies that would prohibit her from running for president again, like taking up knitting or volunteering.
"You know on Anderson Cooper you were telling him about alternate nostril breathing? It's a year later and time to move on".
While the attempt at humor by Vanity Fair appears to be light-hearted and in good fun, left-leaning viewers stormed Twitter with complaints and defended Clinton.
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Democratic strategist and former aide to Clinton and John Kerry, Peter Daou, also came out to defend Clinton. Surprisingly, the video did find one defender: conservative talking head Tomi Lahren.
"So @VanityFair decided that the best way to end 2017 was to take a repulsive cheap shot at @HillaryClinton, one of the most accomplished women in the history of the United States".
Outspoken actress Ms Arquette told the journalists to "get over your mommy issues". "I'll never read you again!" Trump gave no evidence to support his claim Wintour is grieving over the video.
Four days after the video was published, a spokesperson for the magazine Beth Kseniak said that the video was "an attempt at humour and we regret [it]".
A rep for Conde Nast did not immediately respond to a request for comment to Trump's response.
Before the president addressed it, the story hadn't received much coverage beyond online media, save for the outlet that inspires many of his tweets: Fox News.