From Vanity Fair:

For the liberal Pritzker dynasty, Jennifer’s politics were the problem, never her identity. But the former lieutenant colonel says she’s had enough of the president’s hate. “I don’t want to see my life, and the life of people like me, become a political poker chip.”

BY JAMES REGINATO

JUNE 13, 2019 5:00 AM

… Several Pritzkers are currently well known. Jay Robert (known as “JB”) became governor of Illinois in January, and his sister, Penny, served as commerce secretary in the Obama White House. But the family has always closely guarded its privacy.

Thus there was some surprise in Chicago nine years ago, when the Naphtali ben Yakov Pritzker American History Wing was inaugurated at the venerable Chicago History Museum. In addition to its lead show, “Facing Freedom in America,” the wing featured a permanent Pritzker-family history exhibition, which included a family tree. Here one could scroll down and see the name of James Nicholas Pritzker—a great-grandchild of Naphtali and the lead benefactor of the new wing—annotated by birth (1950), marriages (two), children (three), and career (colonel, Illinois National Guard; lieutenant colonel, U.S. Army, retired; Cold War era, Vietnam era, Antarctica, U.S. Army; U.S. Army Reserve, Illinois Army National Guard, 1974–2001).

But around the end of 2013, an alteration was made on the tree, one which few people saw coming: “Jennifer Natalya Pritzker born as James Nicholas Pritzker.” …

Pritzker has also been highly active in politics. In the view of some, the startling thing about her is her choice of party. The Pritzker clan has long been decidedly socially liberal and Democratic—the governor and the former commerce secretary are Jennifer’s first cousins—and Chicago itself is deep blue. But the colonel is blood red. A top Republican donor, she has written big checks to the likes of John McCain, Jeb Bush, Mitt Romney, and Donald Trump, for whom she voted.

“For the Pritzkers her transitioning wasn’t that eventful. They’re all cool with it. It’s like, pass the salt,” says a family friend. “Her Republicanism—that’s more difficult for them.”