Joshua Kushner Takes Supermodel Girlfriend Karlie Kloss To The Holy Land

Joshua Kushner and Karlie Kloss Image by Getty Images/Pixlr

By Jenny Singer April 23, 2018

Joshua Kushner, the prodigal son of the Kushner family (in the sense that ‘prodigal’ means loosely liberal) the founder of Oscar Health insurance, the man who some see as a modern-day-Moses figure, is currently cavorting around Israel (in the sense that ‘cavorting’ means ‘taking spectacular photos for Instagram’.)

A proposal seems imminent. A conversion of the non-Kosher Karlie — probable. And an ethical breakthrough by a man whose heart is being used as rope in a game of tug-of-war between family and patriotism…well, who knows. The holy land has helped people through other such breakthroughs before. Kushner and Kloss have been dating for five extremely photogenic years though Kloss, an enthusiastic feminist and avowed Clinton-supporter who recently, with Kushner, gave to gun violence prevention causes, seems less likely to tow the party line than her counterpart, Ivanka.

Let’s take a look at the posts Kushner, the 32 year-old businessman, and Kloss, the 25 year old model and social entrepreneur, have posted to social media about their trip through Israel.

On Friday, Kushner posted a photo of an alleyway in Jerusalem. It is a characteristic Kushner post that makes one wonder if Kushner is a sensitive thinker outside of his time or merely a humanoid robot who will be content to watch the world burn.

He followed it two days later with another picture of a stranger that begs the question: Did Joshua Kushner ask that stranger’s permission to take her photograph and post it on a highly trafficked webpage? Is Joshua Kushner ever going to save the world, or is he just going to keep taking these pictures?

That same day, Kloss uploaded a picture of herself floating in the Dead Sea, which she confusingly referred to as “the lowest place on dry land.”

She then posted a windswept selfie with the old city of Jerusalem as a backdrop, creating a lovely, eerie juxtaposition between her golden features and the comment-war about the Israeli/Palestinian conflict the picture provoked.

And the pièce de résistance — Kloss, in front of the colors of the Israeli flag, dressed to match, inside what just might be a very, very fancy mikveh.

Jenny Singer is a writer for the Forward. You can reach her at Singer@forward.com or on Twitter @jeanvaljenny

Jenny Singer is a freelance writer with pieces in Vox, the Washington Post, The San Francisco Chronicle, Teen Vogue, and more. She was previously a staff writer at Glamour and the Forward, and she’s currently getting an MFA in nonfiction writing at the University of Iowa.

A message from our CEO & publisher Rachel Fishman Feddersen

I hope you appreciated this article. Before you go, I’d like to ask you to please support the Forward’s award-winning, nonprofit journalism during this critical time.

The coming year promises to be filled with more complex and historic developments. We are entering an era where independent, fact-based Jewish journalism will be more important than ever. We need to be ready for whatever 2025 will bring, and with your help, we can be.

We’ve set a goal to raise $260,000 by December 31. That’s an ambitious goal, but one that will give us the resources we need to invest in the high quality news, opinion, analysis and cultural coverage that isn’t available anywhere else.

If you feel inspired to make an impact, now is the time to give something back. Join us as a member at your most generous level.

— Rachel Fishman Feddersen, Publisher and CEO