Jennifer Pritzker, photographed at the Pritzker Military
Museum & Library, in Chicago.
Colonel Jennifer Pritzker,
heir to one of America’s
largest fortunes and
the world’s first openly
transgender billionaire,
spent most of her
life supporting the GOP.
She even voted for
Trump. But the president’s
hostile policies
have made her shut her
pocketbook and start
speaking out
A CHANGE
OF HEART
By James Reginato
Photograph by Ethan James Green